Reductions of Some Representative Organic Compounds with $NaBH_4-(C_6H_5O)_3B$ System

$NaBH_4-(C_6H_5O)_3$B계에 의한 몇가지 유기화합물의 환원법

  • 윤능민 (서강대학교 이공대학 화학과) ;
  • 조병태 (서강대학교 이공대학 화학과) ;
  • 유지욱 (서강대학교 이공대학 화학과) ;
  • 김근풍 (서강대학교 이공대학 화학과)
  • Published : 1983.12.20


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 $25^{\circ}C$. Alphatic acid salts were quantitatively reduced to the corresponding alcohols in 6h at $25^{\circ}C$ whereas aromatic acid salts required 24h at $65^{\circ}C$. 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 $25^{\circ}C$ and completely reduced at $65^{\circ}C$; however, diphenyl sulfoxide required 48h in a more vigorous condition.



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