反応 #1543038

反応方程式

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

溶媒

water

toluene

反応条件

後処理

1. 1
   その他A 200 milliliter 3-necked round bottom flask equipped with a mechanical stirrer
2. 2
   温度reflux condenser, and argon inlet
3. 3
   その他was purged with argon
4. 4
   温度The reaction mixture was cooled to about 100° C.
5. 5
   その他The resulting two phase mixture was transferred into a separatory funnel
6. 6
   その他the layers separated
7. 7
   洗浄was washed with water
8. 8
   workup.ADDITIONtreated with 25 grams of alumina under an argon atmosphere
9. 9
   ろ過filtered
10. 10
    その他The filtrate was then evaporated
11. 11
    その他the residue was recrystallized from toluene

実験手順

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).

出典