A NEW REDUCTION OF SOME CARBOXYLIC ESTERS WITH SODIUM-BOROHYDRIDE AND ZINC-CHLORIDE IN THE PRESENCE OF A TERTIARY AMINE

被引：49

作者：

YAMAKAWA, T ^{[1
]}

MASAKI, M ^{[1
]}

NOHIRA, H ^{[1
]}

机构：

[1] NIPPON CHEMIPHAR CO LTD, RES LABS, SAITAMA 341, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1991年 / 64卷 / 09期

关键词：

D O I：

10.1246/bcsj.64.2730

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

In the presence of a tertiary amine, sodium borohydride (NaBH4) combined with zinc chloride (ZnCl2) showed powerful reducing properties and carboxylic esters were smoothly reduced to their corresponding alcohols which were not obtained by reduction with NaBH4 and ZnCl2 alone. Tetrahydrofuran (THF) was an efficient solvent, and the effective molar ratio of the reducing agents, NaBH4:ZnCl2: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.

引用

页码：2730 / 2734

页数：5

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