Within your workflow you have transition between statuses in those transitions you have conditions which allows you to see the workflow button or not (e.g. in resolve transition that the user has resolve issue permission), you have validators which validate during the transition that certain things are true (e.g. a field has a value, a comment has been entered,..) and you have postfunctions which do something after that transition (e.g. set the resolution to fixed,...). So in your case you would need to edit your workflow. Go to the corresponding transition add the mentioned validator (make sure that in this transition is a screen used which contains that field). Start reading this: https://confluence.atlassian.com/display/JIRA/Configuring+Workflow
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