反应详情

温度

60 °C

Under a nitrogen blanket and at room temperature (about 20° C.), 5.0 g of 4-(1-methyl-1-propyloxy)-phenol in 20 ml of anhydrous dimethylformamide is dripped into 0.79 g of 80% strength sodium hydride in 50 ml of anhydrous dimethylformamide. After the exothermic reaction has subsided (evolution of hydrogen), the mixture is stirred for a further 30 minutes at 60° C. Subsequently, 6.12 g of 1-chloromethyl-4,5-dichloroimidazole in 20 ml of anhydrous dimethylformamide is dripped in at room temperature. The whole is poured into 150 ml of ice water, followed by extraction three times with ethyl acetate. The organic phases are washed with 5% strength sodium hydroxide solution and with water. Drying over sodium sulfate and concentration under reduced pressure gives a crude product which is purified by chromatography on silica gel using toluene/ethyl acetate (9:1) as eluant. There is obtained 4.3 g of 1-[4-(1-methyl-1-propyloxy)-phenoxymethyl]-4,5-dichloroimidazole; nD22 =1.5475.

1. customat room temperature
2. customAfter the exothermic reaction
3. customis dripped in at room temperature
4. extractionfollowed by extraction three times with ethyl acetate
5. washThe organic phases are washed with 5% strength sodium hydroxide solution and with water
6. dry with materialDrying over sodium sulfate and concentration under reduced pressure
7. customgives a crude product which
8. customis purified by chromatography on silica gel