My laptop got ruined in a car accident, so I bought a new Macbook. However, I am having trouble transferring the music. When I connect it to the computer, and iTunes opens, it won't allow me to select "Enable Disk Use." It's an iPod classic that was used on a PC. I know there is a way to retrieve purchases from iTunes, but a lot of music I have on my iPod came from other sources... I appreciate any help I can get!
According to this question, you should notes that music stored on your computer might become lost or corrupted, and you could find yourself in a situation where your iPod has the only copies of the files. You can manually move the music files from your iPod onto a computer so that you can keep your music, without having to repurchase titles that you already own. In terms of the stability and security of the data, iPod to Mac Transfer can help you in this way. You can transfer music from iPod to Mac and backup them on computer in case of some incidents like the above. What’s more, iPod to Mac Transfer can also sync your music files of iPod to Mac automatically the moment you connect your iPod to the computer. You can go through the instructions below to know about how iPod to Mac Transfer works.
Windows version & Mac version
Step 1: Run this software and connect iPod to Mac
Step 2: Transfer music from iPod to Mac
Step 3: Save the music to folder
Step 4: Finish the transferring
iPod to Mac Transfer is specially designed for Mac OS, and you can transfer Music from iPod to Mac. What's more it support to back up more iPod contents from iPod to Mac, iPod to iTunes, iPod to iPod and Mac to iPod transfer is also available.
It can transfer music from iPod to Mac free, as well as movies, photos, books, Podcasts, ePub, PDF, TV Shows ,etc.
Resource from: http://www.transfer-iphone-recovery.com