Trifluoroacetic acid → HCID 19897012, compound

Participants

Reaction Steps

2-Amino-4'-cyclohexylpropiophenone hydrochloride (477 mg, 1.78 mmol) was suspended in acetone (30 ml) under ice-cooling, and isopropyl isocyanate (198 mg, 2.33 mmol) was added thereto. Triethylamine (533 mg, 5.28 mmol) was added, and the mixture was stirred for one hour under ice-cooling. After addition of trifluoroacetic acid (2 ml), the mixture was stirred for 2 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 magnesium sulfate. Evaporation of the solvent provided a crude product, which was purified by column chromatography (chloroform/ ethanol=50/1 (v/v)) and recrystalization (ethanol-chloroform) to give the title compound. Yield: 351 mg (66%), m.p. 274° C.

Provenance & Evidence