反応 #1543036

反応方程式

sulfuric acid

cyclohexane-1,4-dione bisphenylhydrazone

→

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

収率 71.1%

溶媒

acetic acid

反応条件

後処理

1. 1
   その他In a 1.5 liter flask equipped with a mechanical stirrer and a condenser
2. 2
   workup.ADDITIONAfter the aforementioned addition
3. 3
   その他the ice bath was removed
4. 4
   温度to warm to 23° C.
5. 5
   workup.STIRRINGstirred for a further 10 minutes
6. 6
   温度Subsequently, the mixture was heated to about 65° C. (Centigrade throughout)
7. 7
   その他until an exothermic reaction
8. 8
   温度The reaction mixture was cooled with an ice bath
9. 9
   その他within 5 minutes a light brown solid was formed
10. 10
    ろ過filtered
11. 11
    洗浄The filtered cake was then washed with acetic acid, water
12. 12
    workup.STIRRINGstirred
13. 13
    その他for 30 minutes
14. 14
    ろ過before filtering
15. 15
    その他drying in vacuo for about 2 to 5 hours

実験手順

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.

出典