Trifluoroacetic acid → HCID 19896995, compound

Participants

Reaction Steps

2-Amino-4'-phenoxypropiophenone hydrochloride (459 mg, 1.65 mmol) was suspended in acetone (30 ml) under ice-cooling, and cyclohexyl isocyanate (278 mg, 2.22 mmol) was added thereto. Triethylamine (476 mg, 4.71 mmol) was added, and the mixture was stirred for 50 minutes under ice-cooling. After addition of trifluoroacetic acid (1.5 ml), the mixture was stirred for 3 days at room temperature. The solvent was removed by evaporation in vacuo, and the residue was extracted with dichloromethane. The extract was washed successively with water and saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. Evaporation of the solvent provided a crude product, which was purified by column chromatography (chloroform/ethanol=50/1 (v/v)) and recrystalization (ethyl acetate) to give the title compound. Yield: 520 mg (90%), m.p. 198° C.

Provenance & Evidence