Acetate → HCID 23074550, compound

Participants

Reaction Steps

A solution of acetomethyl acetate (4.3 mL) and DBU (2.0 ml) in toluene (20 mL) was cooled in an ice bath, and a solution of 2-bromo-1-[3-(trifluoromethyl)phenyl]ethanone (3.50 g) in toluene (20 mL) was added. The reaction mixture was stirred at room temperature for 4 hr, and purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate). The obtained compound was dissolved in toluene (40 mL), p-toluenesulfonic acid (0.23 g) was added, and the mixture was heated at 100° C. for 2 hr. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (carrier: silica gel, eluent: hexane-ethyl acetate) to give the title compound (2.00 g) as a solid.

Provenance & Evidence