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Desktop, Documents, Downloads aliases broken after Dropbox deletion

I used to use Dropbox as a backup utility. As such Desktop, Documents and Downloads in Finder were aliases. Due to my own error, I didn't restore the original folders before I deleted my Dropbox account. So now for those three folders I have broken aliases which give the message The operation can’t be completed because the original item for “Desktop” can’t be found when I try to open them. Can I just create new folders called Desktop etc and delete those broken aliases?

2 replies

No, you should not just create new folders called "Desktop," "Documents," and "Downloads" and delete the broken aliases.


On macOS, those special directories in your home folder (/Users/username/) are system-managed user directories, not ordinary folders. Simply deleting the aliases and making standard folders will break how macOS, Finder, and various apps handle your user data, permissions, and system integration.


You will notice that the icons for those system-created folders are distinct from regular, user-created folders.



What is actually happening

When Dropbox’s backup feature is enabled, it moves your actual Desktop, Documents, and Downloads folders into the Dropbox folder and leaves symlinks/aliases in your user directory pointing to them. When you deleted your Dropbox account (or app) without turning off the backup feature first, those real folders were either deleted, moved into a "Dropbox (Old Backups)" folder, or scrubbed, leaving behind dead pointers. 


What you should do instead

  • Check your Dropbox account online (if recoverable): If you deleted your Dropbox account recently (usually within 30 days), you may still be able to log in at Dropbox or check your deleted files/trash inside Dropbox to restore the original folders and disable the Mac backup feature properly.
  • If you deleted the Dropbox app, reinstall it, launch it and disable Dropbox Backup from within the app.
  • Look for hidden or relocated folders: Check your /Users/yourusername/ directory or an old Dropboxfolder residue (if any exists on your drive) to see if Dropbox stashed your real files in a folder like Dropbox (Old Mac Backup) or similar. You can use Spotlight or look in your user folder.



Thank you for the response. Unfortunately (I'm guessing to my own error) I couldn't retrieve the original folders. Also looks like my most recent backup was corrupted too which wasn't great news.


However, before going to the Apple Store to speak with a techie, I did try creating new folders and it didn't work for Desktop and Documents but the Downloads folder had the down arrow logo on it like the original. I tested it and downloads are now going to that folder. I managed to restore the Desktop and Documents folders by turning on sync to iCloud and then turning it off again. The folders with the right logos on them have now reappeared. I have lost the few documents that were in the old folder but they weren't vital so I guess I've got lucky this time.