A New Reduction of Some Carboxylic Esters with Sodium Borohydride and Zinc Chloride in the Presence of a Tertiary Amine.
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概要
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In the presence of a tertiary amine, sodium borohydride (NaBH<SUB>4</SUB>) combined with zinc chloride (ZnCl<SUB>2</SUB>) showed powerful reducing properties and carboxylic esters were smoothly reduced to their corresponding alcohols which were not obtained by reduction with NaBH<SUB>4</SUB> and ZnCl<SUB>2</SUB> alone. Tetrahydrofuran (THF) was an efficient solvent, and the effective molar ratio of the reducing agents, NaBH<SUB>4</SUB> : ZnCl<SUB>2</SUB> : tertiary amine, was 2 : 1 : 1. In particular, aminobenzoates such as anthranilic esters, were reduced to aminobenzyl alcohols with high yields without the addition of a tertiary amine. Further, it was also found that this combination reduced nitro, cyano, and amido groups to their corresponding amino groups.
- 公益社団法人 日本化学会の論文
著者
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Nohira Hiroyuki
Department Of Applied Chemistry Faculty Of Engineering Saitama University
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Masaki Mitsuo
Research Laboratories, Nippon Chemiphar Co., Ltd.
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Yamakawa Tomio
Department of Applied Chemistry, Faculty of Engineering, Saitama University
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