It sounds like a fun experiment. I think it would work just fine as long as the naphtha is hot enough. DMT seems to vaporize pretty well without getting destroyed and could probably very easily be purified by this method because of its unusually low boiling point.

This technique is normally referred to as sublimation. Professionals use a cold finger (a type of condenser) and a vacuum for this procedure. But any condenser will work. A cold finger is just much easier to collect the alkaloid from.

You could also do this in a Soxhlet setup.

SWIM has often thought of using this technique to separate 5-MeO-DMT from DMT. The problem is, if the vapor doesn’t solidify on the condenser or cold finger, it will escape into the air and you might get an accidental overdose of DMT or 5-MeO-DMT when you enter the room!

DMT boils at about 80 C, 5-MeO-DMT at about 160 C I think, and bufotenine at about 320 C.

Actually, you should be able to do this directly from the bark. You put powdered bark in basified water, then heat the water to 90 C and the DMT should collect on the cold finger. It should be a very easy way to get DMT. But some other crap might also collect on the cold finger. It all depends on what else vaporizes at 90 C. It would be harder to do with bufotenine because you’d have to first sublime everything else in the plant, and then sublime the bufotenine.