반응 #1543036

반응 방정식

sulfuric acid

cyclohexane-1,4-dione bisphenylhydrazone

→

5,11-dihydroindolo[3,2-b]carbazole

수율 71.1%

용매

acetic acid

반응 조건

후처리

1. 1
   기타In a 1.5 liter flask equipped with a mechanical stirrer and a condenser
2. 2
   workup.ADDITIONAfter the aforementioned addition
3. 3
   기타the ice bath was removed
4. 4
   온도to warm to 23° C.
5. 5
   workup.STIRRINGstirred for a further 10 minutes
6. 6
   온도Subsequently, the mixture was heated to about 65° C. (Centigrade throughout)
7. 7
   기타until an exothermic reaction
8. 8
   온도The reaction mixture was cooled with an ice bath
9. 9
   기타within 5 minutes a light brown solid was formed
10. 10
    여과filtered
11. 11
    세척The filtered cake was then washed with acetic acid, water
12. 12
    workup.STIRRINGstirred
13. 13
    기타for 30 minutes
14. 14
    여과before filtering
15. 15
    기타drying in vacuo for about 2 to 5 hours

실험 절차

In a 1.5 liter flask equipped with a mechanical stirrer and a condenser were added glacial acetic acid (100 milliliters) and concentrated sulfuric acid (20 milliliters). Into this mixture, which was maintained at 10° C. with an ice bath, was added powdered cyclohexane-1,4-dione bisphenylhydrazone (22.0 grams) in small portions with stirring. After the aforementioned addition, the ice bath was removed and the mixture was allowed to warm to 23° C., and stirred for a further 10 minutes. Subsequently, the mixture was heated to about 65° C. (Centigrade throughout) until an exothermic reaction occurred. The reaction mixture was cooled with an ice bath, and within 5 minutes a light brown solid was formed. The reaction mixture was allowed to remain at room temperature, about 25° C., for about 18 hours, and filtered. The filtered cake was then washed with acetic acid, water, and then stirred in boiling methanol for 30 minutes before filtering and drying in vacuo for about 2 to 5 hours to provide 7.2 grams of pure 5,11-dihydroindolo[3,2-b]carbazole as pale yellow crystals.

출처