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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 27, Number 6
JKCSEZ 27(6)
December 20, 1983 

 
Title
Reductions of Some Representative Organic Compounds with NaBH4-(C6H5O)3B System

NaBH4-(C6H5O)3B계에 의한 몇가지 유기화합물의 환원법
Author
Nung Min Yoon, Byung Tae Cho, Ji Uk Yoo, Gun Poong Kim

윤능민, 조병태, 류지욱, 김근풍
Keywords
Abstract
테트라히드로프란 용액에서 수소화붕소나트륨과 붕산트리페닐을 사용해서 카르복시산, 카르복시산염, 3차아미드 및 술폭시드를 환원하는 새로운 방법을 개발하였다. 즉 카르복시산은 실온에서 6~12시간에 정량적으로 환원될 수 있으며, 지방족 카르복시산염은 실온에서 6시간에 정량적으로 환원되나 방향족 산염은 65℃에서 24시간이 소요되었다. 3차 아미드는 실온에서 3~6시간에 88∼100%의 좋은 수율로 환원되었으며, 조사한 대부분의 술폭시드는 실온에서 1~6시간에 98∼100%의 수율로 환원되었으나, 디페닐술폭시드는 보다 격렬한 조건에서 48시간에 환원할 수 있었다.

New procedures for the reduction of carboxylic acids, carboxylic acid salts, tertiary amides, and sulfoxides with sodium borohydride and triphenyl borate in tetrahydrofuran were developed. Thus carboxylic acids were reduced quantitatively in 6∼12 h at 25℃. Alphatic acid salts were quantitatively reduced to the corresponding alcohols in 6h at 25℃ whereas aromatic acid salts required 24h at 65℃. Tertiary amides were reduced to the corresponding amines in 88∼100% yields in 3∼6h at room temperature. Most sulfoxides examined were reduced to the corresponding sulfides in 98∼100% yields in 1∼6h at 25℃ and completely reduced at 65℃; however, diphenyl sulfoxide required 48h in a more vigorous condition.

Page
434 - 440
Full Text
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