From: Herb Hedgecock (h.hedgec$##$morehead-st.edu)
Date: Wed Sep 15 1999 - 08:33:30 EDT
Use phosphorus tribromide/bromine. It's called the
Hell-Volhard-Zelinski
reaction. Even that way I would be skeptical. The aromatic
ring is extremely
activated for substitution. An alternative would be to first
sulfonate the
ring, then do the HVZ reaction, and "try" removing the
sulfonic acid group.
priya joshi wrote:
>
> I am Priya Joshi, a Ph.D student. I am having difficulty in bromination of
> Methyl-2,4-dimethoxyphenylacetate. I want the bromination at the alpha
> position (i.e. at benzylic position).But when I tried NBS, bromination
> occurred at the Benzene ring.
> Does anybody know How to bring about benzylic bromination without ring
> bromination.
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