Sodium borohydride → HCID 70482763, compound

Participants

Reaction Conditions

Reaction Steps

5.81 g of sodium borohydride are introduced into a solution of 9.5 g of the ketone prepared in Example (23c) in 307 ml of absolute methanol cooled to -40° C. and the mixture is stirred at that temperature for 3 hours. Excess sodium borohydride is then removed by adding 9.62 ml of glacial acetic acid and the mixture is concentrated to dryness at 30° C. in vacuo. Water is added to the residue and the solution is extracted several times with methylene chloride. The combined organic phases are washed with semi-saturated sodium chloride solution, dried over magnesium sulphate and concentrated. To separate the epimeric alcohols, the crude product (9.75 g) is carefully chromatographed on silica gel by gradient elution in pentane/ether. 4.4 g of the title compound are obtained.

Provenance & Evidence