To copyrights to protect is the within iTunes is not possible to transfer music files from an iPod to a computer to copy.
Fortunately, there are other free programs available that make it possible.
UPDATE: The latest update of iDump is released in 2010. When you are looking for a program to your iPod music to manage that is still being maintained please go to the overview of iPod software.
iDump makes it possible to transfer files from iPod to PC copy. This is useful because Apple, the impossible is made to this via iTunes itself to do. iDump is freeware, and therefore free to use.
The program consists of a single .exe file that you can directly on the iPod without you having to install. There is also an installation file is available if you prefer.
iDump has the following characteristics:
You can free download iDump and safe install the latest trial or new full version for Windows 10 (x32, 64 bit) from the official site.