反应详情

A mixture of 1-(4-fluorophenyl)-4-hydroxy-2-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-4,5-dihydro-1H-imidazole (Example 3) (770 mg, 1.9 mmol) and p-toluenesulfonic acid monohydrate (88 mg) in toluene (80 mL) was heated to reflux for 20 hours. The reaction mixture was cooled and the solvent removed under reduced pressure. The crude residue was redissolved in methylene chloride and washed with water, aqueous sodium bicarbonate and brine. After drying (Na2SO4), filtration and concentration in vacuo, the crude mixture (520 mg) was chromatographed on silica gel using hexane/ethyl acetate (1/1) to give pure 1-(4-fluorophenyl)-2-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazole (328 mg, 44%) as a white solid: mp (DSC) 183° C. Anal. Calc'd. for C17H12N2SO2F4 : C, 53.13, H, 3.15, N, 7.29. Found: C, 53.20, H, 3.22, N, 7.18.

1. temperaturewas heated
2. temperatureto reflux for 20 hours
3. temperatureThe reaction mixture was cooled
4. customthe solvent removed under reduced pressure
5. dissolutionThe crude residue was redissolved in methylene chloride
6. washwashed with water, aqueous sodium bicarbonate and brine
7. customAfter drying
8. filtration(Na2SO4), filtration and concentration in vacuo
9. customthe crude mixture (520 mg) was chromatographed on silica gel