I don't have an answer for you, but based on my expediences as a former iPod Classic owner (it failed), here are some points to consider:
- The iPod Classic has the 30-pin Dock connector, so obviously you would need to find a Bluetooth (BT) transmitter that has the 30-pin plug on it. It's an old format, so you might have to hunt out the type you require
- Next, and this is probably the more important thing to consider, a BT transmitter requires power. If it has its own power supply (such as an in-built rechargeable battery) that's fine. But if it takes power from the iPod (as some do), that can be a problem:
- first of all, a BT transmitter talking power from the iPod will drain the iPod's battery more quickly
- second, if the iPod's battery is reaching the end of its life (i.e. it's several years old), then that battery may not be able to handle powering the BT device as well
One other thing to consider (as a former Classic owner myself) is that it contains a hard drive (a physical disc, that has moving parts). Those hard drives can and do fail, as mine did. Age is a factor in this regard, so I personally think you should take this into account as you have no way to know how much life is left in that iPod.
Bearing all the above in mind, I personally would start considering alternatives to your iPod Classic. Apple no longer make any iPod, so your choices as I see it are:
- iPad
- iPad mini
- iPhone
- Android phone
- Android tablet (mini sized if you can find one*)
- Android MP3 player (MP3 is a generic term. In other words, an Android based digital music player)
* I mention a mini-sized tablet. If you were to go the tablet route, a standard sized tablet (10 inches) is a bit big to carry around away from home. Even in a car it could be in the way. A smaller tablet would fit more easily into a bag, or even a large pocket.
Good luck with your task.