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We can however unlink it by calling the Homebrew API directly: ruby -I/usr/local/Library/Homebrew -rglobal -rkeg -e 'puts Keg.new("/usr/local/Cellar/tomcat/7.0.8").unlink'

It seems the brew command doesn't really like multiple versions of the same formula being installed at the same time and it presently doesn't expose a way to do this other than removing the old version first. If you try to unlink with brew unlink tomcat you'll get Error: tomcat has multiple installed versions. Here's the change I made to move from 7.0.6 to 7.0.8: diff -git a/Library/Formula/tomcat.rb b/Library/Formula/tomcat.rb index 90b3443.bded504 100644 - a/Library/Formula/tomcat.rb +++ b/Library/Formula/tomcat.rb -1,9 +1,9 require 'formula' class Tomcat might even get away with leaving the restart to the end. You could stop remove the old version, install the new version, update the symlink then restart the service. If you followed my guide on setting up Tomcat on Mac OS with Homebrew, at some point you may want to update Tomcat to the latest version.

Upgrading Tomcat with Homebrew – Jason Codes Jason Codes code & rants of