Sounds do-able, your biggest enemy is going to be keeping the air Dry with the compressor running...and it will certainly be running. Even with a 60gal compressor mine cycled a time or two with an HVLP painting the interior sheet metal of an ebody.
How is your water separation setup for your compressor? It's very important when painting anything, even more-so for large areas.
Putting a blow gun on, knocking it down to ~40psi and spraying it like you would a gun could give you a reasonable idea of how much air it'll take to actually get paint on the car.