Apple Iphone music didn't transfer properly to brand new MacBook

Lifelong Iphone user. Currently have Iphone14. Bought a brand new MacBook (first time, always had windows PC before). Music plays perfect on my Iphone, but on MacBook i get an error message - "The song "xxxxx" could not be found because the original file could not be found. Would you like to locate it ?" When i bought the Macbook is used the interface to copy all files from Windows PC, and also synced Iphone to Macbook. I have probably 1,000 songs. Is there a fix for this ? Please don't tell me to buy Apple Music subscription, i already own the songs on my Iphone. Worked perfect on my Windows 10 PC too.


Still learning Macbook functionality as a new user




MacBook Air 15″, macOS 15.4

Posted on May 2, 2025 07:30 AM

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May 6, 2025 02:56 AM in response to nickfromjamesville

nickfromjamesville wrote:

Lifelong Iphone user. Currently have Iphone14. Bought a brand new MacBook (first time, always had windows PC before). Music plays perfect on my Iphone, but on MacBook i get an error message - "The song "xxxxx" could not be found because the original file could not be found. Would you like to locate it ?"...


The "missing file" issue with exclamation marks happens if the file is no longer where iTunes or Music expects to find it. Possible causes are that you or some third party tool has moved, renamed or deleted the file, one of its parent folders, the drive it lives on has had a name change, or you've moved a non-portable library to a different path (see Make a split library portable for details). It is also possible that iTunes or Music have changed from expecting the files to be in the pre-iTunes 9 layout to post-iTunes 9 layout, or vice-versa, and so is looking in slightly the wrong place, or that you've been too aggressive when deleting duplicates at some point.


Select a track with an exclamation mark, use Cmd-I to get Song Info, then click No when asked to try to locate the track. Look on the file tab for the location the library thinks the file should be. Now take a look around your hard drives. Hopefully you can locate the track in question. If a section of your library has simply been moved, a folder renamed, or a drive label has changed, it should be possible to reverse the actions. If the difference between the two paths is an additional Music folder in one path then this is a layout issue. I can explain further if that is the case. If everything is where it is supposed to be try Repair security permissions for iTunes for Mac - Apple Community.


In some cases the library may be able to repair itself if you go through the same steps with Get Info, or when playing a track, but this time click Locate and browse to the lost track. It may then offer to attempt to automatically fix other broken links. Although it says something like "use the same location" I think it expects to find the tracks in the same artist & album layout they were in previously, with one systematic change to the path.


If you want me to try to provide specific advice please post back the following details:

  1. The location of the media folder under iTunes|Music > Preferences > Advanced
  2. The location of a sample missing track shown under Song Info > File > Location that begins file://
  3. The true path to the file whose details you gave in 2



See also FixLinks - an AppleScript to repair broken links in Music - Apple Community.



tt2

May 5, 2025 05:46 AM in response to nickfromjamesville

For purchased music, the iPhone/iPad manual synchronization model is pretty much one-way: from a computer to an iPhone or iPad.


So if I understand what you are saying, the migration would have been:

  • From Windows PC to Mac
  • From Mac to iPhone (replacing the songs previously put there by the Windows PC)

I'm not sure how the second part succeeded if the first left the Mac's Music database in a state where original files could not be found.


When you got the "Would you like to locate it?" dialog, did you take the Mac up on the offer, and try to find the file containing the song within the Music library?

May 5, 2025 09:12 AM in response to Servant of Cats

To clarify all my Music was on my Iphone 14 before i bought the MAC so I assume that's why it still works on the Iphone.


The music just doesn't work on MAC. Your correct i did a Windows PC to MAC migration using the MAC utility. I see all the song titles on the MAC, but get that error message on the MAC.


When i received the error message, i did navigate to the folder that was copied over from the Windows PC to the MAC and tried to find that one particular song, but that didn't work either . The music of course was all on my Windows PC in the Apple Music folder, since that is how i synced to me Iphone.


Maybe i retry the Windows migration. I don't want to "find" each individual song in the folder, that will take forever

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Apple Iphone music didn't transfer properly to brand new MacBook

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