What is the mechanism of the above reaction? I have thought of one possibility:
Would this work? How exactly is the chlorine installed on the alkyl chain?
Answer
This reaction is chloromethylation, similar to Blanc chloromethylation, but using AlClX3 as co-catalyst instead of ZnClX2. These are reactions belonging to a group related to Friedel-Crafts reactions, but characterized by usage of protonation instead of coordination with molecular Lewis acids
Mechanism of your reaction (not accounting for influence of co-catalyst) can be written as:
(source)
AlClX3 coordinates to HCl creating adduct (HAlClX4) which is much stronger acid.
No comments:
Post a Comment