stygian - 14-10-2007 at 11:43
You know, the one starting with alpha-methylstyrene? I know I've seen it on the net *somewhere*, but I can't find it. Can anyone elucidate the
mechanism of this aminomethylation reaction, esp how it actually produces 2 separate products?
jon - 14-10-2007 at 12:00
I know the first step is a pairing up of the pi system of the formaldimine moiety with the styrene double bond then then double bond shifts to the
next carbon and other things happen from there the final intermediate is a tertiary carbonium ion to which the propionic acid adds to.
in the case where they use the trimethyl triazine the acids help split this ring up into methyl formaldimines.
chemrox - 14-10-2007 at 12:02
Do a search for papers by Schmidle & Mansfield. From there you get to the two products and the reagents used. An interesting aspect is the
formation of N,N',N"-trimethyltriaminetriazine from aq. Me-am and NH4Cl.