反应 #1673143

反应方程式

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

3-iodotoluene

potassium carbonate

n-tridecane

→

5,11 -di-m-tolyl-5,11 -dihydroindolo[3,2-b]carbazole

反应条件

后处理

1. 1
   其他A 200 milliliter 3-necked round bottom flask equipped with a mechanical stirrer
2. 2
   温度reflux condenser, and argon inlet
3. 3
   其他was purged with argon
4. 4
   其他The heating mantle was removed
5. 5
   温度the mixture was cooled to about 100° C.
6. 6
   workup.ADDITION100 milliliters of toluene and 15 milliliters of water were then added with vigorous stirring
7. 7
   其他The resulting two phase mixture was transferred into a separatory funnel
8. 8
   其他the layers separated
9. 9
   洗涤was washed with water
10. 10
    workup.ADDITIONtreated under argon with 25 grams of alumina
11. 11
    过滤After the alumina was filtered off
12. 12
    其他the organic phase was evaporated
13. 13
    其他to remove most of the toluene
14. 14
    其他The above product was obtained by recrystallization of the residue from cyclohexane

实验过程

A 200 milliliter 3-necked round bottom flask equipped with a mechanical stirrer, reflux condenser, and argon inlet was purged with argon and then charged with 5,11-dihydroindolo[3,2-b]carbazole (5.1 grams, 0.02 mol), 3-iodotoluene (8.69 grams, 0.04 mol), copper sulfate pentahydrate (0.25 gram, 1.0 mmol), potassium carbonate (5.52 grams, 0.04 mol), and n-tridecane (5.0 milliliters). Under an argon atmosphere, the reaction mixture was heated to about 250° C. with a heating mantle and allowed to proceed at that temperature until chromatographic analysis indicated that the reaction was complete after approximately 6 hours. The heating mantle was removed and the mixture was cooled to about 100° C., and 100 milliliters of toluene and 15 milliliters of water were then added with vigorous stirring. The resulting two phase mixture was transferred into a separatory funnel and the layers separated. The organic phase, which contains the desired product and solvent mixture, was washed with water and treated under argon with 25 grams of alumina. After the alumina was filtered off, the organic phase was evaporated to remove most of the toluene. The above product was obtained by recrystallization of the residue from cyclohexane. Yield: 6.8 grams. IR (Kbr): 1,604, 1,588, 1,490, 1,475, 1,450, 1,321, 1,201, 1,153, 760, 745, 701 cm-1. 1H-NMR (CDCl3): δ2.51 (s), 7.18-7.59 (m), 8.05 (s), 8.12 (d, J=8.5 Hz).

来源