Just looked at the Jefferson website to see if it had the Free Air Delivery (FAD) this what Helen is referring to, figure for your compressor is this yours?
http://jeffersontools.com/air_tools/cat ... tre/71/68/
You may find this information in the manual that came with your compressor.
But if your compressor is the one in the link then it is unlikely to achieve the suck.
The way these vacuum fillers work is air passes across the top of the vacuum tube and drags the air/coolant in the system out with it so creating the vacuum, if the free air flow produced by the compressor is to little then this wouldn't happen.
Providing that
did happen then it is now down to how long it can carry on doing this before the pressure drops and/or emptying the air tank so running out of puff.
You are able to close off and hold the vacuum in the system and allow the compressor tank to refill, a bit tedious maybe.
Providing it reached the correct area shown on the gauge of the device you will have a vacuum and the system will be free of air pockets unless something in the system is closing that area to the vacuum and opening it later.
The vacuum you will achieve is dependent on a number of factors besides the compressors, I will leave that one to Helen to explain.
Once that is achieved and held for a period of time to prove you have no leaks (under vacuum) then the refilling is done without any need for the compressor the coolant being drawn into the system by the vacuum.
Why not check out the hire shops and see if you can rent one for the day first.