Selective Aldehyde Reduction in Ketoaldehydes with NaBH4-Na2CO3-H2O at Room Temperatures

S Chandrasekhar, A Shrinidhi

Index: Chandrasekhar, Sosale; Shrinidhi, Annadka Synthetic Communications, 2014 , vol. 44, # 14 p. 2051 - 2056

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Citation Number: 8

Abstract

A variety of aliphatic and aromatic ketoaldehydes were reduced to the corresponding ketoalcohols with a mixture of sodium borohydride (1.2 equivalents) and sodium carbonate (sixfold molar excess) in water. Reactions were performed at room temperatures over (typically) 2 h, and yields of isolated products generally ranged from 70% to 85%. A bis-carbonate-borane complex, [(BH 3 ) 2 CO 2 ] 2− 2Na + , possibly formed from the reagent mixture, is likely the active ...