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Erlenmeyer–Plöchl azlactone and amino-acid synthesis
From Wikipedia, the free encyclopedia
The Erlenmeyer–Plöchl azlactone and amino acid synthesis, named after Friedrich Gustav Carl Emil Erlenmeyer who partly discovered the reaction, is a series of chemical reactions which transform an N-acyl glycine to various other amino acids via an oxazolone (also known as an azlactone).[1][2]
![Azlactone chemistry: step 2 is a Perkin variation](http://upload.wikimedia.org/wikipedia/commons/thumb/7/7d/AzlactoneChemistry.png/640px-AzlactoneChemistry.png)
Hippuric acid, the benzamide derivative of glycine, cyclizes in the presence of acetic anhydride, condensing to give 2-phenyl-oxazolone.[3] This intermediate also has two acidic protons and reacts with benzaldehyde, acetic anhydride and sodium acetate to a so-called azlactone. This compound on reduction gives access to phenylalanine.[4]