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July 24, 2014

Homework Help: Chemistry

Posted by Alice on Wednesday, April 21, 2010 at 12:13pm.

What would be the product of the reaction of 4-methyl pyridine with Ac2O/AcOH and PhCHO?

I'm really stuck on this. I'm guessing the pyridine will attack the anhydride and form an acyl pyridinium ion but I'm not sure where to go from there. If that reacts with AcOH I'll end up back with what I started with, so I figured it must react with the aldehyde some how. PhCHO has no enolisable H so I don't think this is an aldol reaction. Any help would be greatly appreciated.

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