1. Connect your iPod, without launching iTunes .
2. Open your iPod, right click and choose “Explore” then go to the control panel, Protable Media, and double-click your ipod .
3. Go to Options (in the Tools menu), and on the View tab, check “Show Hidden Files and Folders”.
4. Select songs and music and drop them to a folder on your hard drive.
5. Go into iTunes Preferences, and under the Advanced tab, check “Keep iTunes Music Folder Organized” and “Copy files to iTunes Music Folder when adding to the library”
6.Add your files ,select file in iTunes and add folder to library and and select the folder where you copied the files from your iPod.
If above can’t help you ,search a page “
how to transfer iPod music to PC” or “how to backup iPod music on Mac” may give you guides .