反应 #1673144

反应方程式

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

1-iodonaphthalene

potassium carbonate

n-tridecane

→

5,11-di-1-naphthyl-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 reaction 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the solvent mixture, were washed with water
8. 8
   workup.ADDITIONtreated under argon with 25 grams of alumina
9. 9
   过滤filtered
10. 10
    其他The filtrate was evaporated
11. 11
    其他the residue was recrystallized from toluene

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), 1-iodonaphthalene (10.16 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 reaction mixture was cooled to about 100° C., and 100 milliliters of toluene and 15 milliliters of water were then added with vigorous stirring for 30 minutes. The resulting two phase mixture was transferred into a separatory funnel and the layers separated. The organic phase, which contains the desired product and the solvent mixture, were washed with water, treated under argon with 25 grams of alumina, and filtered. The filtrate was evaporated and the residue was recrystallized from toluene to provide 2.5 grams of pure, about 99.5 percent, 5,11-di-1-naphthyl-5,11-dihydroindolo[3,2-b]carbazole (3).

来源