The Fries Reaction
Published Online: 15 MAR 2011
Copyright © 2004 by Organic Reactions, Inc. Published by John Wiley & Sons, Inc.
How to Cite
Blatt, A. H. 2011. The Fries Reaction. Organic Reactions. 342–369.
- Published Online: 15 MAR 2011
The Fries reaction consists in the conversion of an ester of a phenol to an ortho- or para-hydroxyketone, or a mixture of both, by treatment with aluminum chloride. Three different mechanisms for the fries rearrangement have received serious consideration.: the ester is assumed to react with aluminum chloride to give an acid chloride and a phenoxyaluminum chloride which combine to form a derivative of the hydroxyketone; one molecule of the phenyl ester is acylated by another molecule; the Fries reaction is considered ti be a true intramolecular rearrangement in which the acyl group shifts directly from the oxygen atom to the carbon atom of the ring.
- Fries reaction;
- acyl radical;
- phenoxy group;
- ester-reagent ration;
- experimental conditions