Erlenmeyer-Plöchl Azlactone Synthesis
Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Erlenmeyer-Plöchl Azlactone Synthesis. Comprehensive Organic Name Reactions and Reagents. 217:997–1000.
- Published Online: 15 SEP 2010
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The Erlenmeyer–Plöchl azlactone synthesis is the preparation of azlactones (also called oxazolones) in a Z configuration (originally assigned to the E configuration) by condensation of aromatic aldehydes with hippuric acid (the benzoyl glycine derivatives) in the presence of acetic anhydride. The azlactones are useful for the synthesis of α-ketos, a-amino acids and peptides. The transacylation often occurs in this reaction, especially when the reaction mixture is refluxed.
- hippuric acid;
- polyphosphoric acid (PPA);
- acetic anhydride