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Editorial Team
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Asked: 2026-06-17T05:46:16+00:00

I’ve been looking over many examples but just can’t get my head around this,

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I’ve been looking over many examples but just can’t get my head around this, may be it isn’t possible. I’ve inherited a mess of a WordPress site.

I have this DIR structure, WordPress:

/wp-content/uploads/
/wp-content/uploads/2011
/wp-content/uploads/2012
/wp-content/uploads/Organised
/wp-content/uploads/Organised/0-9
/wp-content/uploads/Organised/A
/wp-content/uploads/Organised/B
/wp-content/uploads/Organised/ and so on ... to Z

Basically there were over 93,000 files in the /wp-content/uploads/ folder, and some in the 2011, and 2012 folders. I need to move the 93,000 files so decided to make the “Organised” folder with folders in there reflecting the first letter/number of potential files.

While this isn’t an issue, with moving them that is, I need to make sure external requests can still access those files based on the old URL.

So:

/wp-content/uploads/APicture.jpg

Will Rewrite to:

/wp-content/uploads/Organised/A/APicture.jpg

While still allowing access to actual URLS like:

/wp-content/uploads/2012/AnotherPicture.jpg

I thought a Rewrite URL like this would work but it doesn’t and I have tried many variations, maybe it just can’t work like this?

RewriteRule ^/wp-content/uploads/([^/]+)(\.png|\.jpg|\.bmp|\.gif)$ /wp-content/Organised/T/$1$2

Note: For testing I was checking a URL /wp-content/uploads/taylor-swift-harry-styles.jpg such is why I hardcoded the resulting rewrite URL but I realise it needs to be changes to match the initial letter.

Thanks for all your help.

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1 Answer

  1. Editorial Team

    You may try this:

    RewriteEngine On
RewriteBase /
RewriteCond %{REQUEST_URI} !wp-content/Organised   [NC]
RewriteCond %{REQUEST_URI} wp-content/uploads/(\w)([^/]+)\.(png|jpg|bmp|gif)/? [NC]
RewriteRule .*   wp-content/Organised/%1/%1%2.%3    [L]

    It will redirect URLs like this one:

    http://example.com/wp-content/uploads/Taylor-swift-harry-styles.jpg

    But not like this one:

    http://example.com/wp-content/uploads/2012/Taylor-swift-harry-styles.jpg

    To:

    http://example.com/wp-content/Organised/T/Taylor-swift-harry-styles.jpg

    Where directory T is the first character of the file name. It can be a single digit or a single letter.

    It will keep the letter case, though. For example, if the letter is in lower case, the mapped directory will be t and must exist. Same happens when the letter is in upper case.

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