Imidazole → 2-(1,1-Dimethyl-3-trifluoromethyl-3-trimethylsilanyloxyhex-5-ynyl)benzoic acid

Participants

Reaction Steps

To a solution of 2-(3-hydroxy-1,1-dimethyl-3-trifluoromethylhex-5-ynyl)benzoic acid (345 mg, 1.10 mmol) and imidazole (374 mg, 5.49 mmol) in 1 mL of DMF was added chlorotrimethylsilane (0.42 mL, 3.29 mmol). The reaction mixture was stirred for 2 hours then diluted with 75 mL of diethyl ether, washed with two 50 mL portions of 1M aqueous HCl, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 2-(1,1-dimethyl-3-trifluoromethyl-3-trimethylsilanyloxy-hex-5-ynyl)benzoic acid (424 mg, 100%). MS (ES+) m/z 387 [M+H]+.

Provenance & Evidence