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How can I get my music to copy to the iPod Shuffle?

771 Views 7 Replies Latest reply: Aug 4, 2012 1:24 PM by Kenichi Watanabe RSS
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Aug 1, 2012 8:42 PM

I have a new iPod Shuffle, it shows up under the Devices in my iTunes, but when I Sync it says there is an unkown error and cannot copy the song.  It displays this message for every Playlist and every song.  My iTunes is current and the software on the Shuffle is current.  All the songs play just fine from iTunes on my desktop computer.  How can I get my songs to copy?

iPod shuffle, Windows XP
  • Kenichi Watanabe Level 7 Level 7 (29,995 points)

    If you have not already, restart your computer.  Do this to reset the shuffle



    Try doing a sync again.  If the problem recurs...  You are using the Sync button and syncing based on the settings on the shuffle's Music tab?


    As a test, go to the shuffle's Summary tab, in iTunes.  Check the checkbox for Enable disk useApply the change.  This will make Windows see the iPod's "disk" continously, when it is connected.  Try doing a sync again.  If it works this way, it will provide a workaround, and a clue for why it did not work before.

  • Kenichi Watanabe Level 7 Level 7 (29,995 points)

    If you have not done so, you may want to restart your computer.


    That message (about the song file not found) means iTunes cannot locate the song file where it expects to find it.  Are you sure you can still play the song in iTunes (?), because you may get a yellow exclamation point next to the song, meaning the same thing; iTunes did not find the song file where iTunes expected to find it. 


    The consolidate command would not help if iTunes can't locate the files.


    That might mean they were moved or deleted.  If you do a Get Info (from right-click) on one of those songs, the Info window should tell you the expected location of the song file, on the Summary tab next to Where.  Follow that path (using Windows) to see if the song file is there.

  • Kenichi Watanabe Level 7 Level 7 (29,995 points)

    I'm not sure what is causing this problem, but you may just want to do a Restore on the shuffle.  Select the shuffle in the iTunes sidebar, under DEVICES.  Over to the right, go the Summary tab.  The Restore button is there.  This will erase the shuffle, re-install its software, and set it to default settings.


    When Restore completes, try syncing a small number of songs (maybe from one small playlist) to see if that works properly.

  • Kenichi Watanabe Level 7 Level 7 (29,995 points)

    If this is a recent purchase, you may want to contact Apple's tech support.  If you have an Apple Store nearby, you can make a reservation at the Genius Bar.  Or, within the first 90 days after purchase, you are entitled to "complimentary phone support"; click the Contact Us link at the bottom right corner of this page for contact info.


    Either way, if the shuffle is defective, you can see about getting a replacement.


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