반응 #1543037

반응 방정식

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

용매

water

toluene

반응 조건

후처리

1. 1
   기타A 200-milliliter 3-necked round bottom flask equipped with a mechanical stirrer
2. 2
   온도reflux condenser, and argon inlet
3. 3
   기타was purged with argon
4. 4
   온도The mixture was cooled to about 100° C.
5. 5
   기타The resulting two phase mixture was transferred into a separatory funnel
6. 6
   기타the layers separated
7. 7
   세척was washed with water
8. 8
   workup.ADDITIONtreated with 25 grams of alumina under an argon atmosphere
9. 9
   여과filtered
10. 10
    기타The filtrate was then evaporated
11. 11
    기타the residue was recrystallized from cyclohexane

실험 절차

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).

출처