反应详情

A solution of 15.5 g. of 4-acetamidocyclohexanone, 18 g. of 2,4-difluorophenylhydrazine hydrochloride and 10 g. of methanesulfonic acid in 200 ml. of absolute ethyl alcohol was heated under reflux for two hours, cooled, filtered, and the filtrate was evaporated to dryness under reduced pressure. The residual oil was triturated with water and the resulting solid was collected by filtration, triturated with ether, and recrystallized by dissolving in methanol, adding toluene, and evaporating the methanol to give 8.5 g. of 3-(acetamido)-6,8-difluoro-1,2,3,4-tetrahydrocarbazole, m.p. 179°-183° C.

1. temperatureunder reflux for two hours
2. temperaturecooled
3. filtrationfiltered
4. customthe filtrate was evaporated to dryness under reduced pressure
5. customThe residual oil was triturated with water
6. filtrationthe resulting solid was collected by filtration
7. customtriturated with ether
8. customrecrystallized
9. dissolutionby dissolving in methanol
10. additionadding toluene
11. customevaporating the methanol
12. customto give 8.5 g