Реакция #1543038

Уравнение реакции

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

Растворители

water

toluene

Условия реакции

Обработка

1. 1
   ДругоеA 200 milliliter 3-necked round bottom flask equipped with a mechanical stirrer
2. 2
   Температураreflux condenser, and argon inlet
3. 3
   Другоеwas purged with argon
4. 4
   ТемператураThe reaction mixture was cooled to about 100° C.
5. 5
   ДругоеThe resulting two phase mixture was transferred into a separatory funnel
6. 6
   Другоеthe layers separated
7. 7
   Промывкаwas washed with water
8. 8
   workup.ADDITIONtreated with 25 grams of alumina under an argon atmosphere
9. 9
   Фильтрацияfiltered
10. 10
    ДругоеThe filtrate was then evaporated
11. 11
    Другоеthe residue was recrystallized from toluene

Методика

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 was washed with water, treated with 25 grams of alumina under an argon atmosphere, and filtered. The filtrate was then evaporated and the residue was recrystallized from toluene to provide 2.5 grams of pure, about 99.9 percent, 5,11-di-1-naphthyl-5,11-dihydroindolo[3,2-b]carbazole (3).

Источник