反应详情

A solution of 5.6 g. benzyl 9-benzoyl-1,2,3,4-tetrahydrocarbazole-4-carboxylate in 250 ml. ethyl alcohol containing 0.5 g. 10% palladium-on-charcoal was subjected to a hydrogen atmosphere at 40 p.s.i., while being heated with an infrared lamp and agitated, until uptake of hydrogen ceased. The mixture was filtered, the filtrate was evaporated to dryness under reduced pressure, the resulting residue was dissolved in ether, the ether solution was extracted with dilute potassium bicarbonate, the bicarbonate extract was acidified with 3N-hydrochloric acid and extracted with ether and the ether extract was dried and evaporated to dryness. The resulting residue was crystallized from ether-pentane and a solution of the resulting crystals in 5% potassium bicarbonate solution was acidified with 3N hydrochloric acid and the resulting solid was filtered and washed with water to give 1.3 g. of the title compound; m.p. 70°-80°C.

1. temperature, while being heated with an infrared lamp
2. filtrationThe mixture was filtered
3. customthe filtrate was evaporated to dryness under reduced pressure
4. dissolutionthe resulting residue was dissolved in ether
5. extractionthe ether solution was extracted with dilute potassium bicarbonate
6. extractionthe bicarbonate extract
7. extractionextracted with ether
8. extractionthe ether extract
9. customwas dried
10. customevaporated to dryness
11. customThe resulting residue was crystallized from ether-pentane
12. filtrationthe resulting solid was filtered
13. washwashed with water
14. customto give 1.3 g