KMID : 0370219830270030245
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Yakhak Hoeji 1983 Volume.27 No. 3 p.245 ~ p.247
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Bucherer Berg¡¯¡¯s Reaction of alpha-Piperidinoacetophenone in the Formation of Hydantoin
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±Ç¼ø°æ/Kwon SK
¼Á¤Áø/Suh JJ
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Abstract
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In Bucherer-Berg¡¯¡¯s reaction of alpha-piperidinoacetophenone with KCN and (NH4)2CO3 in dilute alcohol solution to form hydantoin, the expected 5-phenyl-5-piperidinomethylhydantoin was not formed. In this reaction alpha-piperidinomethyl group was eliminated and 5-phenylhydantoin was obtained. According to GC/MS study of the reaction mixture, the one of the chromatograms, which has mole peak 124, was identified as alpha-piperidinoacetonitrile. Under the pressurized condition, diphenylhydantil was obtained instead of 5-phenylhydantoin, which might have dimerized to the former.
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