Sodium hydride → HCID 57167054, compound

Participants

Reaction Conditions

Reaction Steps

11 mg of a 60% by weight dispersion of sodium hydride in mineral oil were added to a solution of 51 mg of (2R*,3S*,4S*)-2-(2-chlorophenyl)-4-(methanesulfonyloxy)-3-methyl-1-(1H-1,2,4-triazol-1-yl)-2-pentanol [which was synthesized by a similar procedure to that described in Preparation 2(b) and 2(c) and derived from the 4,5-epoxy compound having the lower polarity of the stereoisomers at the C4 position prepared by a similar procedure to that described in Preparation 2(a)] in 2 ml of dimethylformamide; the mixture was then stirred at 60° C. for 2 hours. At the end of this time, the mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting oily residue was purified by preparative thin layer chromatography on silica gel, using a 1:2 by volume mixture of hexane and ethyl acetate as the developing solvent, to afford 10 mg of the title compound as an oil.

Provenance & Evidence