Sulfuric Acid → HCID 66919737, compound

Participants

Reaction Conditions

Reaction Steps

Heat a solution of acetonitrile (300 mL) and 2-(2-trifluoromethyl-pyrimidin-4-yl)-propan-2-ol (16.5 g, 80 mmol) to 90° C. In a separate reaction vessel, cool acetonitrile (70 mL) to 0° C. and add sulfuric acid (19.2 mL, 360 mmol) at such a rate that the temperature does not exceed 10° C. Add the cooled sulfuric acid solution to the heated solution of 2-(2-trifluoromethyl-pyrimidin-4-yl)-propan-2-ol and acetonitrile and stir at 90° C. for 60 minutes. Cool to room temperature, concentrate to about ⅓ original volume, and add aqueous 5N NaOH (150 mL). Partition between ethyl acetate and brine then extract the aqueous layer with ethyl acetate (3×). Concentrate under reduced pressure the combined organic layers to yield N-[1-methyl-1-(2-trifluoromethyl-pyrimidin-4-yl)-ethyl]-acetamide (15.4 g, 78%) as a yellow solid. MS (m/z): 248.0 (M+H)+.

Provenance & Evidence