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How to transfer music from an iPod to your computer | How To - CNET
Quote:
How to transfer music to an iPod to a Windows computer
Step 1: Connect your iPod and launch iTunes. In the iPod management screen, scroll down to Options and check "Enable disk use." iTunes will give you a warning--select OK.

Note: If you get an error message asking you to reformat upon connecting, your iPod was originally formatted for Mac and cannot be used in Windows. One workaround is to install a program like MacDrive, which will allow your Windows machine to read Mac-formatted drives. Clicking "reformat" will erase your iPod.

Step 2: Now open My Computer and open your iPod drive.

Step 3: Open Tools > Folder Options. Click the View tab and check "Show hidden files and folders."

Step 4: Now in your iPod folder, open iPod_Controls > Music. Highlight all of the folders and drag them into the desired folder on your hard drive. This might take a while, depending on how much music you're transferring.

Step 5: Highlight all of the folders again, right-click, and select Properties. Uncheck "Hidden." Close this window.

Once the files are copied, you've successfully transferred the music. However, you'll notice that the songs have four-letter names and are scattered among many folders. It's OK. Once you import the music into iTunes (or any other media player), the program will reinstate the titles of the songs.
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