Currently Being ModeratedDec 18, 2013 3:40 PM (in response to ejdriver)
Do a Reset of the iPod, if you have not already (this restarts the iPod).
If it immediately says OK TO DISCONNECT on the iPod screen, it may be seeing the connection only as a power connection (like connecting it to a USB power adapter). That could be caused by the USB cable or the dock connector on the iPod being worn out, so that the "pins" for the data connection are not working (althoug it still connects for power).
If you have another USB docking cable (preferably one that is newer), try using that one to see if it makes any difference.