Potassium Carbonate → HCID 19897010, compound

Participants

Reaction Steps

4'-Isoamyloxypropiophenone (100 g, 45.5 mmol) was dissolved in chloroform (100 ml), and bromine (7.63 g, 47.7 mmol) was dropwise added thereto under ice-cooling. The mixture was stirred for 3 hours, and poured into water after disappearance of bromine colour. The aqueous mixture was extracted with dichloromethane, and the extract was washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The solvent was evaporated off, which gave a crude intermediate product. The product was dissolved, without purification, in acetone (100 ml) followed by the addition of trifluoroacetamide (10.2 g, 90 mmol) and anhydrous potassium carbonate (12.4 g, 90 mmol). After 1.5 hours heating under reflux, the mixture was cooled to room temperature, and the acetone was evaporated off. The residue was taken in dichloromethane, and the organic solution was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. Evaporation of the organic solvent provided a crude product which was purified by silica gel chromatography. The title compound was thus obtained. Yield: 4.44 g (29%).

Provenance & Evidence