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An unexpected formation of benzoyl benzoin from benzil during the attempted Knoevenagel type condensation with dimethylmalonate (or malononitrile)

Author:
Shyam Sundar, M., Bedekar, Ashutosh V.
Source:
Tetrahedron letters 2012 v.53 no.22 pp. 2745-2747
ISSN:
0040-4039
Subject:
chemical reactions, organic compounds, spectral analysis, potassium carbonate, chemical structure
Abstract:
An unexpected product, 2-oxo-1,2-diphenylethyl benzoate (benzoyl benzoin), was isolated during the attempted Knoevenagel reaction of benzil and dimethylmalonate (or malononitrile) in the presence of potassium carbonate. The product was confirmed by spectral analysis as well as by single crystal studies and a mechanism is proposed to explain its formation.
Agid:
1099347