反应详情

A solution of 14.1 g. of 4-dimethylaminocyclohexanone and 18.9 g. of 2-carboxyphenylhydrazine hydrochloride in 150 ml. of absolute ethyl alcohol was heated under reflux for six hours, cooled, and the resulting crystalline 4-dimethylaminocyclohexanone 2-carboxyphenylhydrazone hydrochloride was collected by filtration, washed with isopropyl alcohol and ether, suspended in 200 ml. of 2% hydrogen chloride in acetic acid and heated at reflux for eight hours. The mixture was cooled and the solids were collected by filtration, washed with isopropyl alcohol and dissolved in 400 ml. of water. The aqueous solution was treated with alkali until neutral and allowed to stand for two hours. The resulting crystals were filtered to give, on recrystallization from water, 30.3 g. of 3-(dimethylamino)-8-carboxy-1,2,3,4-tetrahydrocarbazole hydrate, m.p. > 300° C. (dec.)

1. temperatureunder reflux for six hours
2. temperaturecooled
3. filtrationthe resulting crystalline 4-dimethylaminocyclohexanone 2-carboxyphenylhydrazone hydrochloride was collected by filtration
4. washwashed with isopropyl alcohol and ether
5. temperatureof 2% hydrogen chloride in acetic acid and heated
6. temperatureat reflux for eight hours
7. temperatureThe mixture was cooled
8. filtrationthe solids were collected by filtration
9. washwashed with isopropyl alcohol
10. dissolutiondissolved in 400 ml
11. additionThe aqueous solution was treated with alkali until neutral and
12. filtrationThe resulting crystals were filtered
13. customto give, on recrystallization from water, 30.3 g