Sounds like alot of work to me! I just stick an airline in there, fill both boxes, insert u-tube and then suck out the air. Sometimes I leave the airline hose in there, and sometimes I remove it. Either way it's quick.
Not a bad idea! You just send it up one end of the tube? I've heard of people drilling the top of the tube and epoxying an air line check valve to attach an air tube to, but personally, I don't like to trust mechanical pieces if I don't have to. If the check valve ever failed, the box would lose it's prime...no good on a running system. How hard is is to suck the air out with the water pulling back? Also, if you leave the hose in, I assume you need to put the other end under water?