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https://issues.apache.org/jira/browse/JCR-1301?page=com.atlassian.jira.plugin.system.issuetabpanels:comment-tabpanel&focusedCommentId=12709710#action_12709710
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Will Glass-Husain commented on JCR-1301:
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FYI. I upgraded to Tomcat 6.0.18. Didn't help.
> Trouble undeploying jackrabbit-webapp from Tomcat
> -------------------------------------------------
>
> Key: JCR-1301
> URL: https://issues.apache.org/jira/browse/JCR-1301
> Project: Jackrabbit Content Repository
> Issue Type: Bug
> Components: jackrabbit-webapp
> Environment: Windows Vista, Apache Tomcat 6.0.12, Sun Java 1.6.0_03
> Reporter: Jukka Zitting
>
> When testing jackrabbit-webapp for the 1.4 release, I again came across this
> issue that I've occasionally seen also before, but never qualified enough for
> a bug report.
> The Jackrabbit webapp would deploy without problems, but when I undeploy the
> webapp Tomcat fails to remove the Derby jar in WEB-INF/lib (I have unpackWARs
> enabled). This causes problems especially when I have autoDeploy enabled, as
> Tomcat then deploys the skeleton webapp right after undeployment, and the
> only way to really get rid of the webapp is to shutdown Tomcat and to
> manually remove the webapp on the file system.
> I suspect that this problem is related to Derby jar being somehow referenced
> even after the webapp is undeployed, causing Windows to prevent the jar file
> from being removed.
> Unless someone has some bright idea on how to resolve this, I'll consider
> this a known issue in Jackrabbit 1.4.
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