反应 #1543037

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

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

溶剂

water

toluene

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
   温度The mixture was cooled to about 100° C.
5. 5
   其他The resulting two phase mixture was transferred into a separatory funnel
6. 6
   其他the layers separated
7. 7
   洗涤was washed with water
8. 8
   workup.ADDITIONtreated with 25 grams of alumina under an argon atmosphere
9. 9
   过滤filtered
10. 10
    其他The filtrate was then evaporated
11. 11
    其他the residue was recrystallized 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 this temperature to completion in about 6 hours. 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 contained the desired product, was washed with water, and treated with 25 grams of alumina under an argon atmosphere, and filtered. The filtrate was then evaporated and the residue was recrystallized from cyclohexane to provide 6.8 grams of pure, about 99.9 percent, 5,11-di-m-tolyl-5,11-dihydroindolo-[3,2-b]carbazole (1).

来源