Author:
Jeffery EA,Johansen O,Meisters A
Abstract
2-Amino-2-phenylacetic
acid, monoammonium glutamate, 2-aminobutyric acid, α-alanine and ammonium
5-amino-5-phenylvalerate have been prepared by electrochemical reductive
amination of the corresponding keto acids (or their sodium salts) in aqueous
ammonia. Platinum black, platinum black/Teflon composite on tantalum gauze and
palladium black were used as electrodes. The yields ranged from 40% for α-alanine
and ammonium 5-amino-5-phenylvalerate to 83% for 2-amino-2-phenylacetic acid,
at ammonia concentrations from 4.7 to 15.5 M. The corresponding reduction
potentials were all between -0.82 and -0.90 V relative to a saturated calomel
electrode. Decreasing the ammonia concentration decreased both the yield and
the current efficiency for reductive amination of 2-oxo-2-phenylacetic acid. ��� 2,5-Diphenylimidazol-4-ol was prepared and
isolated from a concentrated solution of 2-oxo-2-phenylacetic acid in strong
ammonia. Small amounts of this compound probably cause the yellow coloration
observed during electrolysis of 2-oxo-2-phenylacetic acid.
Cited by
31 articles.
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