反应详情

温度

170 °C

To a mixture of rac-3-(5-bromo-2-ethylphenyl)-1,8,8-trimethylbicyclo[3.2.1]octane-2,4-dione (0.175 g, 0.48 mmol), cesium carbonate (0.314 g, 0.96 mmol) and 2,4-dichlorophenol (0.393 g, 2.41 mmol) is added copper (II) trifluoromethanesulfonate (0.009 g, 0.024 mmol) and powdered 3 Å molecular sieves (0.200 g). Degassed anhydrous toluene (2 ml) is then added, followed by purging with nitrogen and heating at 170° C. for 1 hour under microwave irradiation. After cooling to room temperature the reaction mixture is quenched with 2M aqueous hydrochloric acid and extracted with dichloromethane (×2). The organic phase is separated and concentrated under reduced pressure. The crude product is then purified by preparative reverse phase HPLC to afford rac-(1S,5R)-3-[5-(2,4-dichlorophenoxy)-2-ethylphenyl]-1,8,8-trimethylbicyclo[3.2.1]octane-2,4-dione.

1. customby purging with nitrogen
2. temperatureAfter cooling to room temperature the reaction mixture
3. customis quenched with 2M aqueous hydrochloric acid
4. extractionextracted with dichloromethane (×2)
5. customThe organic phase is separated
6. concentrationconcentrated under reduced pressure
7. customThe crude product is then purified by preparative reverse phase HPLC