反应详情

To a 0° C. solution of 50.0 g. (0.454 mmole) of cyclohept-2-en-1-one in 800 ml. of methanol was added 85 ml. of 30% hydrogen peroxide (0.75 mole) followed by the dropwise addition of 15 ml. of 6N sodium hydroxide (0.09 mole). The reaction was stirred for one hour and then added to 400 ml. ether-500 ml. petroleum ether. The ether extract was removed and the aqueous methanol phase extracted with four 500 ml. portions of petroleum ether and three 300 ml. portions of dichloromethane. The combined organic extracts were washed with three 800 ml. portions of saturated sodium chloride, dried over magnesium sulfate and evaporated under reduced pressure to an oil (53 g.). The crude oil was purified via vacuum distillation to yield 45.9 g. (80%) of the title compound as an oil. Caution: several forceful detonations have occurred during distillation of the crude product. (In general, however, the crude product is pure enough for further synthetic manipulations and distillation can be avoided.)

1. customTo a 0° C.
2. additionadded to 400 ml
3. extractionThe ether extract
4. customwas removed
5. extractionthe aqueous methanol phase extracted with four 500 ml
6. washThe combined organic extracts were washed with three 800 ml
7. dry with materialportions of saturated sodium chloride, dried over magnesium sulfate
8. customevaporated under reduced pressure to an oil (53 g.)
9. distillationThe crude oil was purified via vacuum distillation
10. customto yield 45.9 g