Methanesulfonic Acid → HCID 59153172, compound

Participants

Reaction Steps

Add methanesulfonic acid (41 mL) to a solution of 1-(2,4-bis-benzyloxy-3-trifluoromethyl-phenyl)-3-methyl-butan-1-one (19.1 g, 38.9 mmol) in dimethyl sulfide (146 mL) at room temperature under argon gas. Heat the reaction mixture gently to reflux overnight. Quench the reaction mixture with ice-water and stir for 1 hr. Separate the organic layer and extract the aqueous with ethyl acetate (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate to give a crude oil. Purify the resulting crude oil by flash column chromatography (silica gel) eluting with 25% ethyl acetate/hexane to provide the title compound as a tan solid (5.3 g, 20.2 mmol, 52% yield). MS (m/z): 263 (M+1).

Provenance & Evidence