Q: how do i transfer music from my i.pod classic to my itunes library?

Recovering your iTunes library from your iPod or iOS device: Apple Support Communities

Hi there, iFunBox is definetly the easiest way to transfer media that was not purchased on itunes. Here's the link, it's completely free, no hassle, easy download, and it lets you transfer media on your device, to your computer. Hope I helped, ~Samuel

Thanks. I will try it.

Hi

I downloaded iFunBox and could not even open it so obviously I could not use it.

What OS is on your computer?

What exactly happens when you try to open iFunBox?
I have used it on Mac OSX 10.8, Win 7 and Win 8 without problems.