Amidation of Alcohols with Nitriles under Solvent-free Conditions Using Molecular Iodine as a Catalyst
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概要
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The reactions of alcohols with nitriles under solvent-free conditions, using molecular iodine as a catalyst, were investigated. The reaction of 1-phenylethanol with propanenitrile produced the amide N-(1-phenylethyl)propanamide, by dehydration and tautomerization, in 71% yield, under the following conditions: temperature=90°C, alcohol:iodine molar ratio=1:0.2, alcohol:nitrile molar ratio=1:5, and reaction time=5 h. The amidation reactivity depended on the stability of the cationic intermediate formed from the alcohol. The reaction of (–)-borneol with benzonitrile produced a racemic amide in 83% yield.
著者
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Mino Takashi
Graduate School Of Engineering Chiba Univ.
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Fujita Tsutomu
Graduate School Of Engineering Chiba Univ.
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Sakamoto Masami
Graduate School Of Engineering Chiba Univ.
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HASHIMOTO Kahoko
Department of Life and Environmental Sciences and High Technology Research Center, Chiba Institute o
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Kasashima Yoshio
Education center, Faculty of engineering, Chiba Institute of Technology
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Uzawa Atsushi
Education Center, Faculty of Engineering, Chiba Institute of Technology
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Yokoyama Yu
Graduate School of Engineering, Chiba University
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Mino Takashi
Graduate School of Engineering, Chiba University
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Sakamoto Masami
Graduate School of Engineering, Chiba University
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