Triethylamine → HCID 14706443, compound

Participants

Reaction Steps

In ethyl acetate (4 ml) was dissolved (2R,3S)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol (0.18 g). To the solution were added triethylamine (0.10 ml) and methanesulfonyl chloride (84 mg) under ice-cooling. The mixture was stirred for 30 minutes at room temperature, to which was added ethyl acetate (10 ml). The reaction mixture was washed with water and dried (anhydrous magnesium sulfate), followed by concentration to give (2R,3S)-2-(2,4-difluorophenyl)-3-methanesulfonyloxy-1-(1H-1,2,4-triazol-1-yl)-2-butanol as an oily product. This product was dissolved in methanol (6 ml), to which was added a 5.6% methanol solution of sodium methylate (0.76 ml) under ice-cooling. The mixture was stirred for 30 minutes at room temperature, which was then concentrated under reduced pressure. To the concentrate was added ethyl acetate (30 ml), which was washed with water and dried (anhydrous magnesium sulfate). The solvent was then distilled off, and the residue was purified by means of a silica gel chromatography (eluent: hexane-ethyl acetate=1:2) to afford (2R,3R)-2-(2,4-difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane (0.15 g) as a colorless oily product.

Provenance & Evidence