反应详情

A solution of 1-(2,4-dichlorophenyl)-2-phenylpropen-1-one (4g), imidazol (1.36 g) and tetramethylquanidine (0.5 ml) in tetrahydrofuran (100 ml) was heated at reflux for 12 hours. The reaction mixture was cooled and concentrated under reduced pressure to yield a gum. The gum was dissolved in ethyl acetate, washed with distilled water, and acidified with 4N hydrochloric acid. The aqueous phase was basified with sodium carbonate and extracted with ethyl acetate. The organic phase was separated, washed with distilled water, dried over anhydrous magnesium sulphate and concentrated under reduced pressure to yield an oil which was chromatographed on silica gel using a mixture of methanol/dichloromethane (1:9) as an eluent to yield 1-(2,4-dichlorophenyl)-3-(imidazol-1-yl)-2-phenylpropan-1-one (600 mg), which was treated with ethereal hydrogen chloride to yield the hydrochloride salt of 1-(2,4-dichlorophenyl)-3-(imidazol-1-yl)-2-phenylpropan-1-one, m.p. 110° C., (Found: C, 55.38; H, 4.37; N, 7.40%; C18H15Cl3N2O.1/2H2O requires C, 55.34; H, 4.13; N, 7.17%) having the formula: ##STR28##

1. temperatureat reflux for 12 hours
2. temperatureThe reaction mixture was cooled
3. concentrationconcentrated under reduced pressure
4. customto yield a gum
5. washwashed with distilled water
6. extractionextracted with ethyl acetate
7. customThe organic phase was separated
8. washwashed with distilled water
9. dry with materialdried over anhydrous magnesium sulphate
10. concentrationconcentrated under reduced pressure
11. customto yield an oil which
12. customwas chromatographed on silica gel using
13. additiona mixture of methanol/dichloromethane (1:9) as an eluent