反应详情

温度

80 °C

To a mixture of 4,4-dimethyl-1,3-cyclohexanedione (0.21 g, 1.5 mmol), 4′-chloro-4-ethylbiphen-3-yllead triacetate (1.0 g, 1.7 mmol) and dimethylaminopyridine (0.93 g, 7.6 mmol) is added anhydrous chloroform (11 ml) and anhydrous toluene (2.8 ml). The reaction mixture is heated at 80° C. for 4 hours and then cooled to room temperature. The mixture is diluted with dichloromethane (50 ml) and 2M aqueous hydrochloric acid (50 ml) and filtered through diatomaceous earth. The filtrate is partitioned, the aqueous layer is extracted with dichloromethane (50 ml) and the organic extracts are combined, washed with 2M aqueous hydrochloric acid (50 ml), brine (50 ml), dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure. The crude product is purified by preparative reverse phase HPLC to give 2-(4′-chloro-4-ethylbiphen-3-yl)-4,4-dimethyl-1,3-cyclohexanedione.

1. temperaturecooled to room temperature
2. filtrationfiltered through diatomaceous earth
3. customThe filtrate is partitioned
4. extractionthe aqueous layer is extracted with dichloromethane (50 ml)
5. washwashed with 2M aqueous hydrochloric acid (50 ml), brine (50 ml)
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. customthe filtrate is evaporated under reduced pressure
9. customThe crude product is purified by preparative reverse phase HPLC