Water → HCID 86709139, compound

Participants

Reaction Steps

To a solution of methyl 4-[4-(3-hydroxypropyl)-5-methyl-1,3-oxazol-2-yl]benzoate (500 mg, 1.82 mmol, 1.00 equiv) and triethylamine (370 mg, 3.66 mmol, 2.01 equiv) in ethyl acetate (20 mL) at −5° C. was added methanesulfonyl chloride (0.27 g) dropwise with stirring. The resulting solution was warmed to room temperature naturally and stirred at room temperature for 1 h. Water (20 mL) was added and the mixture was extracted with 1×30 mL of ethyl acetate. The organic layer was washed sequentially with 1×10 mL of 1 N hydrochloric acid, 1×10 mL of 5% sodium bicarbonate solution and 1×30 mL of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to give 0.55 g (86%) of methyl 4-[4-[3-(methanesulfonyloxy)propyl]-5-methyl-1,3-oxazol-2-yl]benzoate as a white solid. LC-MS: (ES, m/z): 354 [M+H]+, 258, 146, 105.

Provenance & Evidence