There are 3 ways to transfer music from iPod to iTunes:
Mthod 1: Using iTunes. Connect your iPod to computer, then open iTunes and click "File" > "Device" > "Transfer Purchases from Your Device Name". By default, the exported music will be saved at C:Users/Administrator/Music/iTunes/iTunes Media. But this method can only used for purchsed music.
Method 2: Using Dropbox. Upload your music on iPod, then download from your computer via same Dropbox ID. Add downloaded music to iTunes.
Method 3: Using iTransfer. Connect your iPod to Computer. Select source music on "Music" section, then right click to transfer to iTunes.
Here are more detailed steps for these three methods: https://www.leawo.org/tutorial/3-ways-to-transfer-music-from-ipod-to-computer-windows-10-1361.html?qa=1409
If you bought all the music from iTunes store, once you plug in your iPod to
computer, iTunes will ask you 'transfer purchases' or not. And then you can copy
the purchased music from your iPod to iTunes.
This way is not work for the CD ripped music and website download music. But
you can follow this step by step guide to transfer all the music from iPod to
iTunes, including the non-purchases songs. It's easy to understand and works
pretty well for my iPod.
http://www.ipod-transfer-copy.com/how-to-transfer-music-from-ipod-to-computer-itunes.html
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