I have the issue on macOS Sierra(10.12.1) and still have it on High Sierra(10.13.3).

I get this error message(not all the time) a lot after editing an image, and trying to save it.gif I can't quit Preview either, so the only way to close Preview for me when this happens is to force quit Preview.

Clicking on duplicate doesn't work because my edits made to the original document don't carry over and Preview still doesn't quit.

  • Why don't you press Duplicate when prompted? - Wouldn't that give you the possibility of specifying a new path and name for the file? – jksoegaard Nov 12 '16 at 23:35
  • The thing with duplicate, is that it doesn't copy the changes I made. It also doesn't solve the problem of quitting preview. – airsquared Nov 12 '16 at 23:36
  • The original document that you edited - where was it stored in the first place? In iCloud Drive or? – jksoegaard Nov 12 '16 at 23:37
  • Saved on my desktop – airsquared Nov 12 '16 at 23:37
  • I have seen others comment on similar cases that you could try removing the extended ACLs on the folder. I don't know if you really want to do that on the desktop folder, but it could be worth looking into. – jksoegaard Nov 12 '16 at 23:41

I realised this is a bug in the Mask tool. Remove the mask and the image saves without any problem. Avoid this tool until Apple addresses the issue. Checked on High Sierra 10.13.4.

The Mask tool in Preview

A solution to this is to take a screenshot of the image preview before saving it(solution from @gpbl).

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  • 1
    I usually take the screenshot of preview with Cmd+Shift+4 instead of saving :) – gpbl Aug 28 '18 at 18:52

I was facing the same issue, I finally got the issue resolved by following steps:

  1. Go to File
  2. Click option 'Export as pdf'
  3. Save the file name with pdf extension (like 'file_name.pdf')

This worked for me and so give it a try.

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Problem: Another common reason for this is being password protected.

Solution: You can remove the password if you allowed using a free tool like Smallpdf

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