Brice Roncace ( https://hibernate.atlassian.net/secure/ViewProfile.jspa?accountId=557058%... ) *updated* an issue Hibernate ORM ( https://hibernate.atlassian.net/browse/HHH?atlOrigin=eyJpIjoiM2MyZDlhMmZi... ) / Bug ( https://hibernate.atlassian.net/browse/HHH-14095?atlOrigin=eyJpIjoiM2MyZD... ) HHH-14095 ( https://hibernate.atlassian.net/browse/HHH-14095?atlOrigin=eyJpIjoiM2MyZD... ) @OrderBy + Hibernate Criteria order of LEFT_OUTER_JOIN property results in duplicate columns in order by clause of generated SQL ( https://hibernate.atlassian.net/browse/HHH-14095?atlOrigin=eyJpIjoiM2MyZD... ) Change By: Brice Roncace ( https://hibernate.atlassian.net/secure/ViewProfile.jspa?accountId=557058%... ) Given the following entities {code:java}@Entity public class AcademyClass  { ... @OneToMany @OrderBy(value = " startDateTime startDate asc") //(a)org.hibernate.annotations.OrderBy(clause = " startDateTime startDate asc") same issue @JoinColumn(name = "academyClassId") private List<TimeSlot> timeSlots = new ArrayList<>(); ...{code} {code:java}@Entity public class TimeSlot { ... private LocalDate startDateTime startDate ; ...{code} Using Hibernate criteria API using {{JoinType.LEFT_OUTER_JOIN}} results in an {{org.hibernate.exception.SQLGrammarException: could not extract ResultSet}} exception: {code:java}public class AcademyClassHibernateRepoImpl implements AcademyClassHibernateRepo { @PersistenceContext private EntityManager em; @Override public List<AcademyClass> findAll() { DetachedCriteria dc = DetachedCriteria.forClass(AcademyClass.class); Criteria c = dc.getExecutableCriteria(getHibernateSession(em)); // works if JoinType.LEFT_OUTER_JOIN is omitted c.createAlias("timeSlots", "timeSlot", JoinType.LEFT_OUTER_JOIN); c.addOrder(Order.asc("timeSlot. startDateTime startDate ")); return c.list(); } private static Session getHibernateSession(EntityManager em) { return (Session) em.getDelegate(); } }{code} Exception throw {code:java}org.hibernate.exception.SQLGrammarException: could not extract ResultSet at org.hibernate.exception.internal.SQLStateConversionDelegate.convert(SQLStateConversionDelegate.java:103) at org.hibernate.exception.internal.StandardSQLExceptionConverter.convert(StandardSQLExceptionConverter.java:42) at org.hibernate.engine.jdbc.spi.SqlExceptionHelper.convert(SqlExceptionHelper.java:113) at org.hibernate.engine.jdbc.spi.SqlExceptionHelper.convert(SqlExceptionHelper.java:99) at org.hibernate.engine.jdbc.internal.ResultSetReturnImpl.extract(ResultSetReturnImpl.java:67) at org.hibernate.loader.Loader.getResultSet(Loader.java:2292) at org.hibernate.loader.Loader.executeQueryStatement(Loader.java:2050) at org.hibernate.loader.Loader.executeQueryStatement(Loader.java:2012) at org.hibernate.loader.Loader.doQuery(Loader.java:953) at org.hibernate.loader.Loader.doQueryAndInitializeNonLazyCollections(Loader.java:354) at org.hibernate.loader.Loader.doList(Loader.java:2815) at org.hibernate.loader.Loader.doList(Loader.java:2797) at org.hibernate.loader.Loader.listIgnoreQueryCache(Loader.java:2629) at org.hibernate.loader.Loader.list(Loader.java:2624) at org.hibernate.loader.criteria.CriteriaLoader.list(CriteriaLoader.java:109) at org.hibernate.internal.SessionImpl.list(SessionImpl.java:1859) at org.hibernate.internal.CriteriaImpl.list(CriteriaImpl.java:370) at gov.idaho.isp.hello.boot.domain.employee.AcademyClassHibernateRepoImpl.findAll(AcademyClassHibernateRepoImpl.java:37) at gov.idaho.isp.hello.boot.controller.EmployeeController.academyClassSearchHibernate(EmployeeController.java:158) at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke0(Native Method) at java.base/jdk.internal.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62) at java.base/jdk.internal.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43) at java.base/java.lang.reflect.Method.invoke(Method.java:566) at org.springframework.web.method.support.InvocableHandlerMethod.doInvoke(InvocableHandlerMethod.java:190) at org.springframework.web.method.support.InvocableHandlerMethod.invokeForRequest(InvocableHandlerMethod.java:138) at org.springframework.web.servlet.mvc.method.annotation.ServletInvocableHandlerMethod.invokeAndHandle(ServletInvocableHandlerMethod.java:106) at org.springframework.web.servlet.mvc.method.annotation.RequestMappingHandlerAdapter.invokeHandlerMethod(RequestMappingHandlerAdapter.java:888) at org.springframework.web.servlet.mvc.method.annotation.RequestMappingHandlerAdapter.handleInternal(RequestMappingHandlerAdapter.java:793) at org.springframework.web.servlet.mvc.method.AbstractHandlerMethodAdapter.handle(AbstractHandlerMethodAdapter.java:87) at org.springframework.web.servlet.DispatcherServlet.doDispatch(DispatcherServlet.java:1040) at org.springframework.web.servlet.DispatcherServlet.doService(DispatcherServlet.java:943) at org.springframework.web.servlet.FrameworkServlet.processRequest(FrameworkServlet.java:1006) at org.springframework.web.servlet.FrameworkServlet.doGet(FrameworkServlet.java:898) at javax.servlet.http.HttpServlet.service(HttpServlet.java:634) at org.springframework.web.servlet.FrameworkServlet.service(FrameworkServlet.java:883) at javax.servlet.http.HttpServlet.service(HttpServlet.java:741) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:231) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.apache.tomcat.websocket.server.WsFilter.doFilter(WsFilter.java:53) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.springframework.web.servlet.resource.ResourceUrlEncodingFilter.doFilter(ResourceUrlEncodingFilter.java:64) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:320) at org.springframework.security.web.access.intercept.FilterSecurityInterceptor.invoke(FilterSecurityInterceptor.java:126) at org.springframework.security.web.access.intercept.FilterSecurityInterceptor.doFilter(FilterSecurityInterceptor.java:90) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.access.ExceptionTranslationFilter.doFilter(ExceptionTranslationFilter.java:118) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.session.SessionManagementFilter.doFilter(SessionManagementFilter.java:137) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.authentication.AnonymousAuthenticationFilter.doFilter(AnonymousAuthenticationFilter.java:111) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.servletapi.SecurityContextHolderAwareRequestFilter.doFilter(SecurityContextHolderAwareRequestFilter.java:158) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.savedrequest.RequestCacheAwareFilter.doFilter(RequestCacheAwareFilter.java:63) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.session.ConcurrentSessionFilter.doFilter(ConcurrentSessionFilter.java:152) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.authentication.AbstractAuthenticationProcessingFilter.doFilter(AbstractAuthenticationProcessingFilter.java:200) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.authentication.logout.LogoutFilter.doFilter(LogoutFilter.java:116) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.csrf.CsrfFilter.doFilterInternal(CsrfFilter.java:117) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.header.HeaderWriterFilter.doHeadersAfter(HeaderWriterFilter.java:92) at org.springframework.security.web.header.HeaderWriterFilter.doFilterInternal(HeaderWriterFilter.java:77) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.context.SecurityContextPersistenceFilter.doFilter(SecurityContextPersistenceFilter.java:105) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.context.request.async.WebAsyncManagerIntegrationFilter.doFilterInternal(WebAsyncManagerIntegrationFilter.java:56) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.springframework.security.web.FilterChainProxy$VirtualFilterChain.doFilter(FilterChainProxy.java:334) at org.springframework.security.web.FilterChainProxy.doFilterInternal(FilterChainProxy.java:215) at org.springframework.security.web.FilterChainProxy.doFilter(FilterChainProxy.java:178) at org.springframework.web.filter.DelegatingFilterProxy.invokeDelegate(DelegatingFilterProxy.java:358) at org.springframework.web.filter.DelegatingFilterProxy.doFilter(DelegatingFilterProxy.java:271) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.springframework.web.filter.RequestContextFilter.doFilterInternal(RequestContextFilter.java:100) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.springframework.web.filter.FormContentFilter.doFilterInternal(FormContentFilter.java:93) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.springframework.boot.web.servlet.support.ErrorPageFilter.doFilter(ErrorPageFilter.java:128) at org.springframework.boot.web.servlet.support.ErrorPageFilter.access$000(ErrorPageFilter.java:66) at org.springframework.boot.web.servlet.support.ErrorPageFilter$1.doFilterInternal(ErrorPageFilter.java:103) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.springframework.boot.web.servlet.support.ErrorPageFilter.doFilter(ErrorPageFilter.java:121) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.springframework.web.filter.CharacterEncodingFilter.doFilterInternal(CharacterEncodingFilter.java:201) at org.springframework.web.filter.OncePerRequestFilter.doFilter(OncePerRequestFilter.java:119) at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:193) at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:166) at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:202) at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:96) at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:541) at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:139) at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:92) at org.apache.catalina.valves.AbstractAccessLogValve.invoke(AbstractAccessLogValve.java:688) at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:74) at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:343) at org.apache.coyote.http11.Http11Processor.service(Http11Processor.java:373) at org.apache.coyote.AbstractProcessorLight.process(AbstractProcessorLight.java:65) at org.apache.coyote.AbstractProtocol$ConnectionHandler.process(AbstractProtocol.java:868) at org.apache.tomcat.util.net.NioEndpoint$SocketProcessor.doRun(NioEndpoint.java:1594) at org.apache.tomcat.util.net.SocketProcessorBase.run(SocketProcessorBase.java:49) at java.base/java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1128) at java.base/java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:628) at org.apache.tomcat.util.threads.TaskThread$WrappingRunnable.run(TaskThread.java:61) at java.base/java.lang.Thread.run(Thread.java:831) Caused by: com.microsoft.sqlserver.jdbc.SQLServerException: A column has been specified more than once in the order by list. Columns in the order by list must be unique. at com.microsoft.sqlserver.jdbc.SQLServerException.makeFromDatabaseError(SQLServerException.java:262) at com.microsoft.sqlserver.jdbc.SQLServerStatement.getNextResult(SQLServerStatement.java:1624) at com.microsoft.sqlserver.jdbc.SQLServerPreparedStatement.doExecutePreparedStatement(SQLServerPreparedStatement.java:594) at com.microsoft.sqlserver.jdbc.SQLServerPreparedStatement$PrepStmtExecCmd.doExecute(SQLServerPreparedStatement.java:524) at com.microsoft.sqlserver.jdbc.TDSCommand.execute(IOBuffer.java:7194) at com.microsoft.sqlserver.jdbc.SQLServerConnection.executeCommand(SQLServerConnection.java:2979) at com.microsoft.sqlserver.jdbc.SQLServerStatement.executeCommand(SQLServerStatement.java:248) at com.microsoft.sqlserver.jdbc.SQLServerStatement.executeStatement(SQLServerStatement.java:223) at com.microsoft.sqlserver.jdbc.SQLServerPreparedStatement.executeQuery(SQLServerPreparedStatement.java:446) at com.zaxxer.hikari.pool.ProxyPreparedStatement.executeQuery(ProxyPreparedStatement.java:52) at com.zaxxer.hikari.pool.HikariProxyPreparedStatement.executeQuery(HikariProxyPreparedStatement.java) at org.hibernate.engine.jdbc.internal.ResultSetReturnImpl.extract(ResultSetReturnImpl.java:57) ... 113 more{code} Note that using the equivalent JPA Criteria API works: {code:java}@Override public List<AcademyClass> findAll() { CriteriaBuilder cb = entityManager.getCriteriaBuilder(); CriteriaQuery<AcademyClass> cq = cb.createQuery(AcademyClass.class); Root<AcademyClass> root = cq.from(AcademyClass.class); Join<AcademyClass, TimeSlot> timeSlot = root.join(AcademyClass_.timeSlots, JoinType.LEFT); cq.orderBy(cb.asc(timeSlot.get(TimeSlot_. startDateTime startDate ))); TypedQuery<AcademyClass> q = entityManager.createQuery(cq); return q.getResultList(); }{code} ( https://hibernate.atlassian.net/browse/HHH-14095#add-comment?atlOrigin=ey... ) Add Comment ( https://hibernate.atlassian.net/browse/HHH-14095#add-comment?atlOrigin=ey... ) Get Jira notifications on your phone! 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