Regardless of what I actually do I can not get my RewriteRule to operate during my .htaccess file. I understand the file has been processed. Basically ruin the syntax, I recieve a 500 error around the server. Basically make use of a Redirect line, it truely does work okay. But RewriteRule will not work, even when I personally use static values. No errors within the log.

My rule is the following:

RewriteRule ^/content/([^/]+)/([^/]+)\.html$ http://www.mydomain.com/content/$1/ [NC,R=301,L]

Very odd fix about this. While a Redirect 301 line works fine within the .htaccess file, RewriteRule wouldn't. However, you will find multiple .htaccess files within the Wordpress file system, and putting the RewriteRule I needed inside a different .htaccess file did work.