反应详情

To a refluxing solution of 3.99 g. (9.87 mmole) of 5-[2-benzyloxy-4-(1,1-dimethylheptyl)phenyl]-2-cyclohexen-1-one in 6.65 ml. of ethyl acetate was added a hot solution of 800 mg. (11.9 mmole) of potassium cyanide in 2 ml. water and 2.3 ml. ethanol. The reaction was refluxed 2 hours and then another 2.74 mmole of potassium cyanide added. The reaction was refluxed one hour longer and then cooled and added to 400 ml. saturated sodium chloride-400 ml. ether. The ether extract was dried over magnesium sulfate and evaporated to yield an oil. The crude oil was purified via column chromatography on 160 g. of silica gel eluted with 10% acetone-hexane to yield 3.02 g. (71%) of the title compound.

1. temperatureThe reaction was refluxed 2 hours
2. temperatureThe reaction was refluxed one hour longer
3. temperaturecooled
4. additionadded to 400 ml
5. extractionThe ether extract
6. dry with materialwas dried over magnesium sulfate
7. customevaporated
8. customto yield an oil
9. customThe crude oil was purified via column chromatography on 160 g
10. washof silica gel eluted with 10% acetone-hexane
11. customto yield 3.02 g