HHH-9091 : Collection deleted due to orphan removal fails with constraint violation

hibernate-core/src/main/java/org/hibernate/engine/internal/StatefulPersistenceContext.java

@@ -145,6 +145,7 @@ public class StatefulPersistenceContext implements PersistenceContext {
 
 	private int cascading;
 	private int loadCounter;
+	private int removeOrphanBeforeUpdatesCounter;
 	private boolean flushing;
 
 	private boolean defaultReadOnly;
@@ -1029,6 +1030,42 @@ public class StatefulPersistenceContext implements PersistenceContext {
 		}
 	}
 
+	public boolean isRemovingOrphanBeforeUpates() {
+		return removeOrphanBeforeUpdatesCounter > 0;
+	}
+
+	public void beginRemoveOrphanBeforeUpdates() {
+		if ( getCascadeLevel() < 1 ) {
+			throw new IllegalStateException( "Attempt to remove orphan when not cascading." );
+		}
+		if ( removeOrphanBeforeUpdatesCounter >= getCascadeLevel() ) {
+			throw new IllegalStateException(
+					String.format(
+							"Cascade level [%d] is out of sync with removeOrphanBeforeUpdatesCounter [%d] before incrementing removeOrphanBeforeUpdatesCounter",
+							getCascadeLevel(),
+							removeOrphanBeforeUpdatesCounter
+					)
+			);
+		}
+		removeOrphanBeforeUpdatesCounter++;
+	}
+
+	public void endRemoveOrphanBeforeUpdates() {
+		if ( getCascadeLevel() < 1 ) {
+			throw new IllegalStateException( "Finished removing orphan when not cascading." );
+		}
+		if ( removeOrphanBeforeUpdatesCounter > getCascadeLevel() ) {
+			throw new IllegalStateException(
+					String.format(
+							"Cascade level [%d] is out of sync with removeOrphanBeforeUpdatesCounter [%d] before decrementing removeOrphanBeforeUpdatesCounter",
+							getCascadeLevel(),
+							removeOrphanBeforeUpdatesCounter
+					)
+			);
+		}
+		removeOrphanBeforeUpdatesCounter--;
+	}
+
 	/**
 	 * Call this before beginning a two-phase load
 	 */
@@ -1369,7 +1406,7 @@ public class StatefulPersistenceContext implements PersistenceContext {
 	public void serialize(ObjectOutputStream oos) throws IOException {
 		final boolean tracing = LOG.isTraceEnabled();
 		if ( tracing ) {
-			LOG.trace( "Serializing persistence-context" );
+			LOG.trace( "Serializing persisatence-context" );
 		}
 
 		oos.writeBoolean( defaultReadOnly );

hibernate-core/src/main/java/org/hibernate/internal/SessionImpl.java

@@ -903,14 +903,50 @@ public final class SessionImpl extends AbstractSessionImpl implements EventSourc
 
 	@Override
 	public void delete(String entityName, Object object, boolean isCascadeDeleteEnabled, Set transientEntities) throws HibernateException {
-		fireDelete( new DeleteEvent( entityName, object, isCascadeDeleteEnabled, this ), transientEntities );
+		if ( TRACE_ENABLED && persistenceContext.isRemovingOrphanBeforeUpates() ) {
+			logRemoveOrphanBeforeUpdates( "before continuing", entityName, object );
+		}
+		fireDelete(
+				new DeleteEvent(
+						entityName,
+						object,
+						isCascadeDeleteEnabled,
+						persistenceContext.isRemovingOrphanBeforeUpates(),
+						this
+				),
+				transientEntities
+		);
+		if ( TRACE_ENABLED && persistenceContext.isRemovingOrphanBeforeUpates() ) {
+			logRemoveOrphanBeforeUpdates( "after continuing", entityName, object );
+		}
 	}
 
 	@Override
 	public void removeOrphanBeforeUpdates(String entityName, Object child) {
 		// TODO: The removeOrphan concept is a temporary "hack" for HHH-6484.  This should be removed once action/task
 		// ordering is improved.
-		fireDelete( new DeleteEvent( entityName, child, false, true, this ) );
+		if ( TRACE_ENABLED ) {
+			logRemoveOrphanBeforeUpdates( "begin", entityName, child );
+		}
+		persistenceContext.beginRemoveOrphanBeforeUpdates();
+		try {
+			fireDelete( new DeleteEvent( entityName, child, false, true, this ) );
+		}
+		finally {
+			persistenceContext.endRemoveOrphanBeforeUpdates();
+			if ( TRACE_ENABLED ) {
+				logRemoveOrphanBeforeUpdates( "end", entityName, child );
+			}
+		}
+	}
+
+	private void logRemoveOrphanBeforeUpdates(String timing, String entityName, Object entity) {
+		final EntityEntry entityEntry = persistenceContext.getEntry( entity );
+		LOG.tracef(
+				"%s remove orphan before updates: [%s]",
+				timing,
+				entityEntry == null ? entityName : MessageHelper.infoString( entityName, entityEntry.getId() )
+		);
 	}
 
 	private void fireDelete(DeleteEvent event) {

hibernate-core/src/test/java/org/hibernate/test/orphan/one2one/fk/bidirectional/multilevelcascade/DeleteMultiLevelOrphansTest.java

@@ -28,9 +28,6 @@ import java.util.List;
 import org.junit.Test;
 
 import org.hibernate.Session;
-import org.hibernate.test.orphan.one2one.fk.bidirectional.Employee;
-import org.hibernate.test.orphan.one2one.fk.bidirectional.EmployeeInfo;
-import org.hibernate.testing.FailureExpected;
 import org.hibernate.testing.TestForIssue;
 import org.hibernate.testing.junit4.BaseCoreFunctionalTestCase;
 
@@ -46,25 +43,31 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 
 	private void createData() {
 		Preisregelung preisregelung = new Preisregelung();
-		preisregelung.setId( 17960L );
 
 		Tranchenmodell tranchenmodell = new Tranchenmodell();
-		tranchenmodell.setId( 1951L );
+
+		X x = new X();
 
 		Tranche tranche1 = new Tranche();
-		tranche1.setId( 1951L);
+
+		Y y = new Y();
 
 		Tranche tranche2 = new Tranche();
-		tranche2.setId( 1952L);
 
 		preisregelung.setTranchenmodell( tranchenmodell );
 		tranchenmodell.setPreisregelung( preisregelung );
 
+		tranchenmodell.setX( x );
+		x.setTranchenmodell( tranchenmodell );
+
 		tranchenmodell.getTranchen().add( tranche1 );
 		tranche1.setTranchenmodell( tranchenmodell );
 		tranchenmodell.getTranchen().add( tranche2 );
 		tranche2.setTranchenmodell( tranchenmodell );
 
+		tranche1.setY( y );
+		y.setTranche( tranche1 );
+
 		Session session = openSession();
 		session.beginTransaction();
 		session.save( preisregelung );
@@ -84,8 +87,7 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 
 	@Test
 	@TestForIssue( jiraKey = "HHH-9091")
-	@FailureExpected( jiraKey = "HHH-9091")
+	public void testDirectAssociationOrphanedWhileManaged() {
-	public void testOrphanedWhileManaged() {
 		createData();
 
 		Session session = openSession();
@@ -95,7 +97,11 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 		results = session.createQuery( "from Preisregelung" ).list();
 		assertEquals( 1, results.size() );
 		Preisregelung preisregelung = ( Preisregelung ) results.get( 0 );
-		assertNotNull( preisregelung.getTranchenmodell() );
+		Tranchenmodell tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( 2, tranchenmodell.getTranchen().size() );
+		assertNotNull( tranchenmodell.getTranchen().get( 0 ).getY() );
 		preisregelung.setTranchenmodell( null );
 		session.getTransaction().commit();
 		session.close();
@@ -107,6 +113,13 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 		assertNull( preisregelung.getTranchenmodell() );
 		results = session.createQuery( "from Tranchenmodell" ).list();
 		assertEquals( 0, results.size() );
+		results = session.createQuery( "from Tranche" ).list();
+		assertEquals( 0, results.size() );
+		results = session.createQuery( "from X" ).list();
+		assertEquals( 0, results.size() );
+		results = session.createQuery( "from Y" ).list();
+		assertEquals( 0, results.size() );
+
 		results = session.createQuery( "from Preisregelung" ).list();
 		assertEquals( 1, results.size() );
 
@@ -115,11 +128,10 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 
 		cleanupData();
 	}
-	
+
 	@Test
 	@TestForIssue( jiraKey = "HHH-9091")
-	@FailureExpected( jiraKey = "HHH-9091")
+	public void testReplacedDirectAssociationWhileManaged() {
-	public void testReplacedWhileManaged() {
 		createData();
 
 		Session session = openSession();
@@ -129,11 +141,56 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 		results = session.createQuery( "from Preisregelung" ).list();
 		assertEquals( 1, results.size() );
 		Preisregelung preisregelung = ( Preisregelung ) results.get( 0 );
-		assertNotNull( preisregelung.getTranchenmodell() );
+		Tranchenmodell tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( 2, tranchenmodell.getTranchen().size() );
+		assertNotNull( tranchenmodell.getTranchen().get( 0 ).getY() );
 
-		// Replace with a new Tranchenmodell instance
+		// Create a new Tranchenmodell with new direct and nested associations
 		Tranchenmodell tranchenmodellNew = new Tranchenmodell();
-		tranchenmodellNew.setId( 1952L );
+		X xNew = new X();
+		tranchenmodellNew.setX( xNew );
+		xNew.setTranchenmodell( tranchenmodellNew );
+		Tranche trancheNew = new Tranche();
+		tranchenmodellNew.getTranchen().add( trancheNew );
+		trancheNew.setTranchenmodell( tranchenmodellNew );
+		Y yNew = new Y();
+		trancheNew.setY( yNew );
+		yNew.setTranche( trancheNew );
+
+		// Replace with a new Tranchenmodell instance containing new direct and nested associations
+		preisregelung.setTranchenmodell(tranchenmodellNew );
+		tranchenmodellNew.setPreisregelung( preisregelung );
+
+		session.getTransaction().commit();
+		session.close();
+
+		session = openSession();
+		session.getTransaction().begin();
+
+		results = session.createQuery( "from Tranche" ).list();
+		assertEquals( 1, results.size() );
+		results = session.createQuery( "from Tranchenmodell" ).list();
+		assertEquals( 1, results.size() );
+		results = session.createQuery( "from X" ).list();
+		assertEquals( 1, results.size() );
+		results = session.createQuery( "from Y" ).list();
+		assertEquals( 1, results.size() );
+		results = session.createQuery( "from Preisregelung" ).list();
+		assertEquals( 1, results.size() );
+		preisregelung = ( Preisregelung ) results.get( 0 );
+		tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertEquals( tranchenmodellNew.getId(), tranchenmodell.getId() );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( xNew.getId(), tranchenmodell.getX().getId() );
+		assertEquals( 1, tranchenmodell.getTranchen().size() );
+		assertEquals( trancheNew.getId(), tranchenmodell.getTranchen().get( 0 ).getId() );
+		assertEquals( yNew.getId(), tranchenmodell.getTranchen().get( 0 ).getY().getId() );
+
+		// Replace with a new Tranchenmodell instance with no associations
+		tranchenmodellNew = new Tranchenmodell();
 		preisregelung.setTranchenmodell(tranchenmodellNew );
 		tranchenmodellNew.setPreisregelung( preisregelung );
 		session.getTransaction().commit();
@@ -143,14 +200,63 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 		session.beginTransaction();
 		results = session.createQuery( "from Tranchenmodell" ).list();
 		assertEquals( 1, results.size() );
-		Tranchenmodell tranchenmodellQueried = (Tranchenmodell) results.get( 0 );
+		tranchenmodell = (Tranchenmodell) results.get( 0 );
-		assertEquals( tranchenmodellNew.getId(), tranchenmodellQueried.getId() );
+		assertEquals( tranchenmodellNew.getId(), tranchenmodell.getId() );
 		results = session.createQuery( "from Preisregelung" ).list();
 		assertEquals( 1, results.size() );
-		Preisregelung preisregelung1Queried =  (Preisregelung) results.get( 0 );
+		preisregelung =  (Preisregelung) results.get( 0 );
-		assertEquals( tranchenmodellQueried, preisregelung1Queried.getTranchenmodell() );
+		assertEquals( tranchenmodell, preisregelung.getTranchenmodell() );
 		results = session.createQuery( "from Tranche" ).list();
 		assertEquals( 0, results.size() );
+		results = session.createQuery( "from X" ).list();
+		assertEquals( 0, results.size() );
+		results = session.createQuery( "from Y" ).list();
+		assertEquals( 0, results.size() );
+		session.getTransaction().commit();
+		session.close();
+
+		cleanupData();
+	}
+
+	@Test
+	@TestForIssue( jiraKey = "HHH-9091")
+	public void testDirectAndNestedAssociationsOrphanedWhileManaged() {
+		createData();
+
+		Session session = openSession();
+		session.beginTransaction();
+		List results = session.createQuery( "from Tranchenmodell" ).list();
+		assertEquals( 1, results.size() );
+		results = session.createQuery( "from Preisregelung" ).list();
+		assertEquals( 1, results.size() );
+		Preisregelung preisregelung = ( Preisregelung ) results.get( 0 );
+		Tranchenmodell tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( 2, tranchenmodell.getTranchen().size() );
+		assertNotNull( tranchenmodell.getTranchen().get( 0 ).getY() );
+		preisregelung.setTranchenmodell( null );
+		tranchenmodell.setX( null );
+		tranchenmodell.getTranchen().get( 0 ).setY( null );
+		session.getTransaction().commit();
+		session.close();
+
+		session = openSession();
+		session.beginTransaction();
+
+		preisregelung = ( Preisregelung ) session.get( Preisregelung.class, preisregelung.getId() );
+		assertNull( preisregelung.getTranchenmodell() );
+		results = session.createQuery( "from Tranchenmodell" ).list();
+		assertEquals( 0, results.size() );
+		results = session.createQuery( "from Tranche" ).list();
+		assertEquals( 0, results.size() );
+		results = session.createQuery( "from X" ).list();
+		assertEquals( 0, results.size() );
+		results = session.createQuery( "from Y" ).list();
+		assertEquals( 0, results.size() );
+
+		results = session.createQuery( "from Preisregelung" ).list();
+		assertEquals( 1, results.size() );
 
 		session.getTransaction().commit();
 		session.close();
@@ -163,7 +269,9 @@ public class DeleteMultiLevelOrphansTest extends BaseCoreFunctionalTestCase {
 		return new Class[]{
 				Preisregelung.class,
 				Tranche.class,
-				Tranchenmodell.class
+				Tranchenmodell.class,
+				X.class,
+				Y.class
 		};
 	}
 

hibernate-core/src/test/java/org/hibernate/test/orphan/one2one/fk/bidirectional/multilevelcascade/Preisregelung.java

@@ -28,6 +28,7 @@ import javax.persistence.*;
 @Entity
 public class Preisregelung {
     @Id
+	@GeneratedValue
     private Long id;
 
     @OneToOne(mappedBy = "preisregelung", cascade = CascadeType.ALL, fetch = FetchType.LAZY, orphanRemoval = true)

hibernate-core/src/test/java/org/hibernate/test/orphan/one2one/fk/bidirectional/multilevelcascade/Tranche.java

@@ -29,13 +29,16 @@ import javax.persistence.*;
 public class Tranche {
 
     @Id
-    private Long id;
+	@GeneratedValue
+	private Long id;
 
     @ManyToOne(optional = false, fetch = FetchType.EAGER)
     private Tranchenmodell tranchenmodell;
 
+	@OneToOne(mappedBy = "tranche", cascade = CascadeType.ALL, fetch = FetchType.LAZY, orphanRemoval = true)
+	private Y y;
 
-    public Long getId() {
+	public Long getId() {
         return id;
     }
 
@@ -50,4 +53,12 @@ public class Tranche {
     public void setTranchenmodell(Tranchenmodell tranchenmodell) {
         this.tranchenmodell = tranchenmodell;
     }
+
+	public Y getY() {
+		return y;
+	}
+
+	public void setY(Y y) {
+		this.y = y;
+	}
 }

hibernate-core/src/test/java/org/hibernate/test/orphan/one2one/fk/bidirectional/multilevelcascade/Tranchenmodell.java

@@ -31,15 +31,18 @@ import java.util.List;
 public class Tranchenmodell {
 
     @Id
-    private Long id;
+	@GeneratedValue
+	private Long id;
 
     @OneToMany(cascade = CascadeType.ALL, mappedBy = "tranchenmodell", fetch = FetchType.LAZY, orphanRemoval = true)
+	@OrderColumn
     private List<Tranche> tranchen = new ArrayList<Tranche>();
 
     @OneToOne(optional = true, fetch = FetchType.LAZY)
     private Preisregelung preisregelung;
 
-
+	@OneToOne(mappedBy = "tranchenmodell", cascade = CascadeType.ALL, fetch = FetchType.LAZY, orphanRemoval = true)
+	private X x;
 
     public Long getId() {
         return id;
@@ -61,5 +64,11 @@ public class Tranchenmodell {
         this.preisregelung = preisregelung;
     }
 
+	public X getX() {
+		return x;
+	}
 
+	public void setX(X x) {
+		this.x = x;
+	}
 }

hibernate-core/src/test/java/org/hibernate/test/orphan/one2one/fk/bidirectional/multilevelcascade/X.java

@@ -0,0 +1,60 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2015, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.test.orphan.one2one.fk.bidirectional.multilevelcascade;
+
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.OneToOne;
+
+/**
+ * @author Gail Badner
+ */
+@Entity
+public class X {
+
+	@Id
+	@GeneratedValue
+	private Long id;
+
+	@OneToOne(optional = true, fetch = FetchType.LAZY)
+	private Tranchenmodell tranchenmodell;
+
+	public Long getId() {
+		return id;
+	}
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+	public Tranchenmodell getTranchenmodell() {
+		return tranchenmodell;
+	}
+
+	public void setTranchenmodell(Tranchenmodell tranchenmodell) {
+		this.tranchenmodell = tranchenmodell;
+	}
+}

hibernate-core/src/test/java/org/hibernate/test/orphan/one2one/fk/bidirectional/multilevelcascade/Y.java

@@ -0,0 +1,60 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2015, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.test.orphan.one2one.fk.bidirectional.multilevelcascade;
+
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.OneToOne;
+
+/**
+ * @author Gail Badner
+ */
+@Entity
+public class Y {
+
+	@Id
+	@GeneratedValue
+	private Long id;
+
+	@OneToOne(optional = true, fetch = FetchType.LAZY)
+	private Tranche tranche;
+
+	public Long getId() {
+		return id;
+	}
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+	public Tranche getTranche() {
+		return tranche;
+	}
+
+	public void setTranche(Tranche tranche) {
+		this.tranche = tranche;
+	}
+}

hibernate-entitymanager/src/test/java/org/hibernate/jpa/test/orphan/onetoone/multilevelcascade/DeleteMultiLevelOrphansTest.java

@@ -0,0 +1,279 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2014, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.jpa.test.orphan.onetoone.multilevelcascade;
+
+import java.util.List;
+
+import javax.persistence.EntityManager;
+
+import org.junit.Test;
+
+import org.hibernate.jpa.test.BaseEntityManagerFunctionalTestCase;
+import org.hibernate.testing.TestForIssue;
+
+import static org.junit.Assert.assertEquals;
+import static org.junit.Assert.assertNotNull;
+import static org.junit.Assert.assertNull;
+
+/**
+ * @author Steve Ebersole
+ * @author Gail Badner
+ */
+public class DeleteMultiLevelOrphansTest extends BaseEntityManagerFunctionalTestCase {
+
+	private void createData() {
+		Preisregelung preisregelung = new Preisregelung();
+
+		Tranchenmodell tranchenmodell = new Tranchenmodell();
+
+		X x = new X();
+
+		Tranche tranche1 = new Tranche();
+
+		Y y = new Y();
+
+		Tranche tranche2 = new Tranche();
+
+		preisregelung.setTranchenmodell( tranchenmodell );
+		tranchenmodell.setPreisregelung( preisregelung );
+
+		tranchenmodell.setX( x );
+		x.setTranchenmodell( tranchenmodell );
+
+		tranchenmodell.getTranchen().add( tranche1 );
+		tranche1.setTranchenmodell( tranchenmodell );
+		tranchenmodell.getTranchen().add( tranche2 );
+		tranche2.setTranchenmodell( tranchenmodell );
+
+		tranche1.setY( y );
+		y.setTranche( tranche1 );
+
+		EntityManager em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+		em.persist( preisregelung );
+		em.getTransaction().commit();
+		em.close();
+	}
+
+	private void cleanupData() {
+		EntityManager em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+		em.createQuery( "delete Tranche" ).executeUpdate();
+		em.createQuery( "delete Tranchenmodell" ).executeUpdate();
+		em.createQuery( "delete Preisregelung" ).executeUpdate();
+		em.getTransaction().commit();
+		em.close();
+	}
+
+	@Test
+	@TestForIssue( jiraKey = "HHH-9091")
+	public void testDirectAssociationOrphanedWhileManaged() {
+		createData();
+
+		EntityManager em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+		List results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+		Preisregelung preisregelung = (Preisregelung) results.get( 0 );
+		Tranchenmodell tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( 2, tranchenmodell.getTranchen().size() );
+		assertNotNull( tranchenmodell.getTranchen().get( 0 ).getY() );
+		preisregelung.setTranchenmodell( null );
+		em.getTransaction().commit();
+		em.close();
+
+		em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+
+		preisregelung = (Preisregelung) em.find( Preisregelung.class, preisregelung.getId() );
+		assertNull( preisregelung.getTranchenmodell() );
+		results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from Tranche" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from X" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from Y" ).getResultList();
+		assertEquals( 0, results.size() );
+
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+
+		em.getTransaction().commit();
+		em.close();
+
+		cleanupData();
+	}
+
+	@Test
+	@TestForIssue( jiraKey = "HHH-9091")
+	public void testReplacedDirectAssociationWhileManaged() {
+		createData();
+
+		EntityManager em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+		List results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+		Preisregelung preisregelung = (Preisregelung) results.get( 0 );
+		Tranchenmodell tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( 2, tranchenmodell.getTranchen().size() );
+		assertNotNull( tranchenmodell.getTranchen().get( 0 ).getY() );
+
+		// Create a new Tranchenmodell with new direct and nested associations
+		Tranchenmodell tranchenmodellNew = new Tranchenmodell();
+		X xNew = new X();
+		tranchenmodellNew.setX( xNew );
+		xNew.setTranchenmodell( tranchenmodellNew );
+		Tranche trancheNew = new Tranche();
+		tranchenmodellNew.getTranchen().add( trancheNew );
+		trancheNew.setTranchenmodell( tranchenmodellNew );
+		Y yNew = new Y();
+		trancheNew.setY( yNew );
+		yNew.setTranche( trancheNew );
+
+		// Replace with a new Tranchenmodell instance containing new direct and nested associations
+		preisregelung.setTranchenmodell(tranchenmodellNew );
+		tranchenmodellNew.setPreisregelung( preisregelung );
+
+		em.getTransaction().commit();
+		em.close();
+
+		em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+
+		results = em.createQuery( "from Tranche" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from X" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from Y" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+		preisregelung = (Preisregelung) results.get( 0 );
+		tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertEquals( tranchenmodellNew.getId(), tranchenmodell.getId() );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( xNew.getId(), tranchenmodell.getX().getId() );
+		assertEquals( 1, tranchenmodell.getTranchen().size() );
+		assertEquals( trancheNew.getId(), tranchenmodell.getTranchen().get( 0 ).getId() );
+		assertEquals( yNew.getId(), tranchenmodell.getTranchen().get( 0 ).getY().getId() );
+
+		// Replace with a new Tranchenmodell instance with no associations
+		tranchenmodellNew = new Tranchenmodell();
+		preisregelung.setTranchenmodell(tranchenmodellNew );
+		tranchenmodellNew.setPreisregelung( preisregelung );
+		em.getTransaction().commit();
+		em.close();
+
+		em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+		results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 1, results.size() );
+		tranchenmodell = (Tranchenmodell) results.get( 0 );
+		assertEquals( tranchenmodellNew.getId(), tranchenmodell.getId() );
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+		preisregelung =  (Preisregelung) results.get( 0 );
+		assertEquals( tranchenmodell, preisregelung.getTranchenmodell() );
+		results = em.createQuery( "from Tranche" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from X" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from Y" ).getResultList();
+		assertEquals( 0, results.size() );
+		em.getTransaction().commit();
+		em.close();
+
+		cleanupData();
+	}
+
+	@Test
+	@TestForIssue( jiraKey = "HHH-9091")
+	public void testDirectAndNestedAssociationsOrphanedWhileManaged() {
+		createData();
+
+		EntityManager em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+		List results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 1, results.size() );
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+		Preisregelung preisregelung = (Preisregelung) results.get( 0 );
+		Tranchenmodell tranchenmodell = preisregelung.getTranchenmodell();
+		assertNotNull( tranchenmodell );
+		assertNotNull( tranchenmodell.getX() );
+		assertEquals( 2, tranchenmodell.getTranchen().size() );
+		assertNotNull( tranchenmodell.getTranchen().get( 0 ).getY() );
+		preisregelung.setTranchenmodell( null );
+		tranchenmodell.setX( null );
+		tranchenmodell.getTranchen().get( 0 ).setY( null );
+		em.getTransaction().commit();
+		em.close();
+
+		em = getOrCreateEntityManager();
+		em.getTransaction().begin();
+
+		preisregelung = (Preisregelung) em.find( Preisregelung.class, preisregelung.getId() );
+		assertNull( preisregelung.getTranchenmodell() );
+		results = em.createQuery( "from Tranchenmodell" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from Tranche" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from X" ).getResultList();
+		assertEquals( 0, results.size() );
+		results = em.createQuery( "from Y" ).getResultList();
+		assertEquals( 0, results.size() );
+
+		results = em.createQuery( "from Preisregelung" ).getResultList();
+		assertEquals( 1, results.size() );
+
+		em.getTransaction().commit();
+		em.close();
+
+		cleanupData();
+	}
+
+	@Override
+	protected Class<?>[] getAnnotatedClasses() {
+		return new Class[]{
+				Preisregelung.class,
+				Tranche.class,
+				Tranchenmodell.class,
+				X.class,
+				Y.class
+		};
+	}
+
+}

hibernate-entitymanager/src/test/java/org/hibernate/jpa/test/orphan/onetoone/multilevelcascade/Preisregelung.java

@@ -0,0 +1,58 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2014, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.jpa.test.orphan.onetoone.multilevelcascade;
+
+import javax.persistence.CascadeType;
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.OneToOne;
+
+@Entity
+public class Preisregelung {
+    @Id
+	@GeneratedValue
+    private Long id;
+
+    @OneToOne(mappedBy = "preisregelung", cascade = CascadeType.ALL, fetch = FetchType.LAZY, orphanRemoval = true)
+    private Tranchenmodell tranchenmodell;
+
+
+    public Long getId() {
+        return id;
+    }
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+    public Tranchenmodell getTranchenmodell() {
+        return tranchenmodell;
+    }
+
+    public void setTranchenmodell(Tranchenmodell tranchenmodell) {
+        this.tranchenmodell = tranchenmodell;
+    }
+}

hibernate-entitymanager/src/test/java/org/hibernate/jpa/test/orphan/onetoone/multilevelcascade/Tranche.java

@@ -0,0 +1,70 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2014, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.jpa.test.orphan.onetoone.multilevelcascade;
+
+import javax.persistence.CascadeType;
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.ManyToOne;
+import javax.persistence.OneToOne;
+
+@Entity
+public class Tranche {
+
+    @Id
+	@GeneratedValue
+	private Long id;
+
+    @ManyToOne(optional = false, fetch = FetchType.EAGER)
+    private Tranchenmodell tranchenmodell;
+
+	@OneToOne(mappedBy = "tranche", cascade = CascadeType.ALL, fetch = FetchType.LAZY, orphanRemoval = true)
+	private Y y;
+
+	public Long getId() {
+        return id;
+    }
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+    public Tranchenmodell getTranchenmodell() {
+        return tranchenmodell;
+    }
+
+    public void setTranchenmodell(Tranchenmodell tranchenmodell) {
+        this.tranchenmodell = tranchenmodell;
+    }
+
+	public Y getY() {
+		return y;
+	}
+
+	public void setY(Y y) {
+		this.y = y;
+	}
+}

hibernate-entitymanager/src/test/java/org/hibernate/jpa/test/orphan/onetoone/multilevelcascade/Tranchenmodell.java

@@ -0,0 +1,81 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2014, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.jpa.test.orphan.onetoone.multilevelcascade;
+
+import java.util.ArrayList;
+import java.util.List;
+import javax.persistence.CascadeType;
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.OneToMany;
+import javax.persistence.OneToOne;
+import javax.persistence.OrderColumn;
+
+@Entity
+public class Tranchenmodell {
+
+    @Id
+	@GeneratedValue
+	private Long id;
+
+    @OneToMany(cascade = CascadeType.ALL, mappedBy = "tranchenmodell", fetch = FetchType.LAZY, orphanRemoval = true)
+	@OrderColumn
+    private List<Tranche> tranchen = new ArrayList<Tranche>();
+
+    @OneToOne(optional = true, fetch = FetchType.LAZY)
+    private Preisregelung preisregelung;
+
+	@OneToOne(mappedBy = "tranchenmodell", cascade = CascadeType.ALL, fetch = FetchType.LAZY, orphanRemoval = true)
+	private X x;
+
+    public Long getId() {
+        return id;
+    }
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+    public List<Tranche> getTranchen() {
+        return tranchen;
+    }
+
+    public Preisregelung getPreisregelung() {
+        return preisregelung;
+    }
+
+    public void setPreisregelung(Preisregelung preisregelung) {
+        this.preisregelung = preisregelung;
+    }
+
+	public X getX() {
+		return x;
+	}
+
+	public void setX(X x) {
+		this.x = x;
+	}
+}

hibernate-entitymanager/src/test/java/org/hibernate/jpa/test/orphan/onetoone/multilevelcascade/X.java

@@ -0,0 +1,60 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2015, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.jpa.test.orphan.onetoone.multilevelcascade;
+
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.OneToOne;
+
+/**
+ * @author Gail Badner
+ */
+@Entity
+public class X {
+
+	@Id
+	@GeneratedValue
+	private Long id;
+
+	@OneToOne(optional = true, fetch = FetchType.LAZY)
+	private Tranchenmodell tranchenmodell;
+
+	public Long getId() {
+		return id;
+	}
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+	public Tranchenmodell getTranchenmodell() {
+		return tranchenmodell;
+	}
+
+	public void setTranchenmodell(Tranchenmodell tranchenmodell) {
+		this.tranchenmodell = tranchenmodell;
+	}
+}

hibernate-entitymanager/src/test/java/org/hibernate/jpa/test/orphan/onetoone/multilevelcascade/Y.java

@@ -0,0 +1,60 @@
+/*
+ * Hibernate, Relational Persistence for Idiomatic Java
+ *
+ * Copyright (c) 2015, Red Hat Inc. or third-party contributors as
+ * indicated by the @author tags or express copyright attribution
+ * statements applied by the authors.  All third-party contributions are
+ * distributed under license by Red Hat Inc.
+ *
+ * This copyrighted material is made available to anyone wishing to use, modify,
+ * copy, or redistribute it subject to the terms and conditions of the GNU
+ * Lesser General Public License, as published by the Free Software Foundation.
+ *
+ * This program is distributed in the hope that it will be useful,
+ * but WITHOUT ANY WARRANTY; without even the implied warranty of MERCHANTABILITY
+ * or FITNESS FOR A PARTICULAR PURPOSE.  See the GNU Lesser General Public License
+ * for more details.
+ *
+ * You should have received a copy of the GNU Lesser General Public License
+ * along with this distribution; if not, write to:
+ * Free Software Foundation, Inc.
+ * 51 Franklin Street, Fifth Floor
+ * Boston, MA  02110-1301  USA
+ */
+package org.hibernate.jpa.test.orphan.onetoone.multilevelcascade;
+
+import javax.persistence.Entity;
+import javax.persistence.FetchType;
+import javax.persistence.GeneratedValue;
+import javax.persistence.Id;
+import javax.persistence.OneToOne;
+
+/**
+ * @author Gail Badner
+ */
+@Entity
+public class Y {
+
+	@Id
+	@GeneratedValue
+	private Long id;
+
+	@OneToOne(optional = true, fetch = FetchType.LAZY)
+	private Tranche tranche;
+
+	public Long getId() {
+		return id;
+	}
+
+	public void setId(Long id) {
+		this.id = id;
+	}
+
+	public Tranche getTranche() {
+		return tranche;
+	}
+
+	public void setTranche(Tranche tranche) {
+		this.tranche = tranche;
+	}
+}