Highly efficient conversion of benzoates to alcohols with sodium borohydride in DME-MeOH

Synlett

Volumn , Issue 10, 1999, Pages 1636-1638

  Zanka, Atsuhiko ^a   Ohmori, Hiroki ^a   Okamoto, Takumi ^a  

^a ASTELLAS PHARMA INC   (Japan)

Author keywords

Alcohol; Benzoate; Ester; Reduction; Sodium borohydride

Indexed keywords

ALCOHOL; BENZOIC ACID; ETHANE; METHANOL; SODIUM BOROHYDRIDE;

ARTICLE; CHEMICAL STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; REACTION ANALYSIS; REDUCTION; SYNTHESIS;

EID: 0032823630     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2918     Document Type: Article

References (16)

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15. 4 (2.65 g, 70 mmol) in DME (25 mL) was added MeOH (12.5 mL) dropwise over a period of 1 h maintaining the temperature of >70°C. After stirring for an additional 1 h, the reaction mixture was quenched with water and extracted with toluene. The separated aqueous layer was reextracted with toluene. The combined organic layers were washed successively with water and 10% brine. Removal of the solvent under reduced pressure gave product as a colorless liquid which was homogeneous by HPLC analysis.
16. -1; MS (EI) m/z 153 (M+H)+.