LOL @ some of the experts.
# Before manually placing the iPod into Disk Mode you should verify that it has a charge, if not you need to either charge iPod before continuing or connect it to power. You can either connect it to a high-powered USB port, or plug the iPod Power Adapter into an electrical outlet and connect iPod to the power adapter.
# Toggle the Hold switch on and off. (Set it to Hold, then turn it off again.)
# Press and hold the Menu and Select buttons for at least 6 seconds until the Apple logo appears.
# When the Apple logo appears, release the Menu and Select buttons and immediately press and hold the Select and the Play/Pause buttons until the Disk Mode screen appears.
5. Disconnect iPod from the power adapter and connect it to your computer; the screen on the iPod will change and say "Do not disconnect"
If you are having difficulty putting an iPod model with a Click Wheel into Disk Mode, set the iPod on a flat surface. Make sure that the finger pressing the Select button is not touching the Click Wheel. Also make sure that you are pressing the Play/Pause button toward the outside of the Click Wheel and not near the center.
If you are still unable to put your iPod with a Click Wheel into Disk Mode, use one finger from one hand to press the Select button, and one finger from the other hand to press the Play/Pause button.