Copy all of the files directly into the "music" folder on the NAS. Select all of the files and copy them to the NAS (on the Synology, this is done from the DSM console using the File Station application). Generally, you will need to get to the actual folder that contains the music (iTunes Media/Music). Note that this will retain all of your filenames and pathnames from iTunes. Step One - Copy the music to the NAS from the iTunes folder. This should work on all Synology models, as well as other (non-Synology) boxes as well, but I've only tested on the above device. It took me a lot of trial and error, which I intend to let you avoid by reading this. I copied my whole audio collection from iTunes over to the box, but couldn't figure out how to get my extensive iTunes playlists (which, of course, are in an Apple format that DLNA doesn't recognize) over there as well. These are not only great for backup and normal NAS stuff, but also for delivering media throughout your home or LAN via DLNA.
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