Less than a minute or 2 should get oil if crank(and cam) are in correct position. Have a helper SLOWLY turn crank while you run the drill. My oiling timing was different than what I've read.
For my drivers side to get oil it was approx 8* BTDC, cyl #1 exhaust.
Pass side was 118* BTDC #1 compression.
I verified the oil plug by the distributor is installed. Also, I tried what rusty said about running the drill for 10-15 min. Still nothing. Any other suggestions why the drivers side didn’t getting oil?