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Originally Posted by dnanian
Although I haven't tried this, I doubt very much that it'll work, unfortunately. The only way to be sure is to try it, but I'm not hopeful.
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I suppose there's no harm in trying. I will give it a whirl and report my results.
The only benefit to doing this *if it works* is that it will retain the data (play counts/dates, track ratings set on the iPod, etc). The music can easily be restored just be switching back again to syncing with the iMac, although I suppose I should back up my iMac's iTunes library prior to trying to sync with the "restored" iPod, lest some corruption should occur to the iMac's library due to any weirdness on the iPod.
Steve