反应详情

温度

100 °C

119 mg (1.06 mmol) of t-butoxypotassium was dissolved in 5 ml of DMF. 166 mg (1.06 mmol) of benzamidine monohydrochloride was added to the obtained solution under cooling with ice, and they were stirred for 30 minutes. A solution of benzyl 3-(chlorophenyl)-2-[2-(2-cyclohexyl-ethoxy)acetyl]acrylate (E/Z mixture) in 5 ml of DMF was added to the reaction mixture under cooling with ice. The obtained mixture was stirred for 3 hours while the temperature was elevated to room temperature. A catalytic amount of p-toluenesulfonic acid was added to the reaction mixture, and they were heated to 100° C. and stirred overnight. DMF was evaporated under reduced pressure, and the residue was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.

1. temperatureunder cooling with ice, and they
2. temperatureunder cooling with ice
3. stirringThe obtained mixture was stirred for 3 hours while the temperature
4. customwas elevated to room temperature
5. stirringstirred overnight
6. customDMF was evaporated under reduced pressure
7. additionthe residue was diluted with ethyl acetate
8. washwashed with saturated aqueous sodium chloride solution
9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
10. concentrationconcentrated under reduced pressure
11. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1)