反应详情

A solution of 500 mg. of 3-[2-benzyloxy-4-(1,1dimethylheptyl)phenyl]cyclohex-2-en-1-one, 7.8 g. of ethylene glycol, 375 mg. of hydroquinone and 50 mg. of p-toluenesulfonic acid monohydrate in 50 ml. of benzene is heated at reflux for 12 hours using a Dean-Stark condensor filled with 3A molecular sieves. The reaction is cooled, added to 500 ml. saturated sodium bicarbonate and the quenched mixture extracted with three 150 ml. portions of ether, dried over magnesium sulfate and evaporated to a solid. This solid is purified via column chromatography on 50 g. of silica gel eluted with 50% ether-petroleum ether to yield the title product.

1. temperatureat reflux for 12 hours
2. temperatureThe reaction is cooled
3. additionadded to 500 ml
4. extractionsaturated sodium bicarbonate and the quenched mixture extracted with three 150 ml
5. dry with materialportions of ether, dried over magnesium sulfate
6. customevaporated to a solid
7. customThis solid is purified via column chromatography on 50 g
8. washof silica gel eluted with 50% ether-petroleum ether