Redirect htaccess issue with pdf? - .htaccess

Question

This is all of the .htaccess code:
DirectoryIndex index.php
<IfModule mod_php5.c>
php_value memory_limit 256M
php_value max_execution_time 18000
php_flag magic_quotes_gpc off
php_flag session.auto_start off
php_flag suhosin.session.cryptua off
php_flag zend.ze1_compatibility_mode Off
</IfModule>
<IfModule mod_security.c>
SecFilterEngine Off
SecFilterScanPOST Off
</IfModule>
<IfModule mod_deflate.c>
</IfModule>
<IfModule mod_ssl.c>
SSLOptions StdEnvVars
</IfModule>
<IfModule mod_rewrite.c>
Options +FollowSymLinks
RewriteEngine on
RewriteCond %{HTTP_HOST} !^www\.
RewriteRule ^(.*)$ http://www.%{HTTP_HOST}/$1 [R=301,L]
RewriteRule ^api/rest api.php?type=rest [QSA,L]
RewriteRule .* - [E=HTTP_AUTHORIZATION:%{HTTP:Authorization}]
RewriteCond %{REQUEST_METHOD} ^TRAC[EK]
RewriteRule .* - [L,R=405]
RewriteCond %{REQUEST_URI} !^/(media|skin|js)/
RewriteCond %{REQUEST_FILENAME} !-f
RewriteCond %{REQUEST_FILENAME} !-d
RewriteCond %{REQUEST_FILENAME} !-l
RewriteRule .* index.php [L]
</IfModule>
AddDefaultCharset Off
<IfModule mod_expires.c>
ExpiresDefault "access plus 1 year"
</IfModule>
Order allow,deny
Allow from all
<Files RELEASE_NOTES.txt>
Order allow,deny
Deny from all
</Files>
Redirect 301 /content http://www.axelen.ro/tapet/
Redirect 301 /content/documents/xh76.pdf http://www.axelen.ro/
So for some reason it does not redirect PDFs. It redirects me to 404. If you try http://www.axelen.ro/content it will successfully redirects to http://www.axelen.ro/tapet/, but the PDF is not working, what should I do?

Answer 1

The redirect for your xh76.pdf is not working because the first generic redirect rule (/content) matches the request URL -> it's applied first.
From http://httpd.apache.org/docs/2.2/mod/mod_alias.html#redirect:
Then any request beginning with URL-path will return a redirect request to the client at the location of the target URL.
Example:
Redirect /service http://foo2.example.com/service
If the client requests http://example.com/service/foo.txt, it will be told to access http://foo2.example.com/service/foo.txt instead. Only complete path segments are matched, so the above example would not match a request for http://example.com/servicefoo.txt.
The solution could be to swap the two rules so the more specific rule is being tested first or use a regular expression (eg. /content$) and the RedirectMatch directive as the documentation says.