Hi there, I have a problem with my iPod Classic (from 2009). Everytime I connect it to my computer (Windows), iTunes does not work anymore. Music is automatically deleted on my iPod. Any suggestions please?

Thanks, for info, iPod Classic is a slower machine compared the Nano, unfortunately, if you read these discussions, majority of the freezes involved iTunes 10. Although if might be just slow and some impatient user just disconnect the iPod ands cause more problems. ( Yes I also did that but safely by doing a iPod Hard Reset, before disconnecting).
Here is the Apple support article that may help you.
http://support.apple.com/kb/TS1717
or my usual solution for Windows Users.
Antivirus has a tendency to freeze iTunes sync Operation with iPod Classic, causing a timeout, which corrupt your iPod filesystem, so when iTunes can't read the iPod, it is pointing to this problem. Other causes is when your iPod hardisk is dying, or your battery is dying causing hardisk crashes.
My suggestion.
Connect your iPod to the PC and run chkdsk, to fix any iPod diskerror, then disconnect it, after chkdsk complete.
Disconnect your PC from Internet. (just to make sure no nasties creep into your system while you syncing.
Stop the Antivirus program
Connect your iPod to the PC, using a high speed USB 2.0 port at the back of your PC, do not use any USB Hub.
When iTunes Open up, Restore your iPod please, this is for iTunes to map correctly, to fix the corrupted filesystem.
When Restore complete, eject the iPod and reconnect again.
Sync your ipod, preferably manually Manage in small batches and disconnect after every batch, to check that all is well.
When all sync is complete, and iPod disconnected, start back your Antivirus and connect back the Internet.
Good Luck!

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