반응 #1871508

반응 방정식

water

3,6-dibromocarbazole

sodium hydride

Benzylbromide

→

N-benzyl-3,6-dibromocarbazole

수율 61.0%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGto be stirred for 20 hours
2. 2
   여과a precipitated solid was filtrated
3. 3
   여과the filtrate (residuum of the filtration)
4. 4
   세척was washed with an aqueous sodium hydrogencarbonate solution
5. 5
   workup.DISSOLUTIONwas dissolved in ethanol
6. 6
   건조The solution was dried by magnesium sulfate
7. 7
   여과filtrated
8. 8
   농축concentrated
9. 9
   기타The residuum was recrystallized with ethanol

실험 절차

Under a nitrogen atmosphere, 3,6-dibromocarbazole (9.75 g, 30 mmol) was slowly added to a suspension of sodium hydride (45 mmol) in dried THF (100 mL), and then stirred for 30 minutes at room temperature. Benzylbromide (6.72 g, 40 mmol) was dropped into the reaction mixture to be stirred for 20 hours. After addition of water (about 100 mL), a precipitated solid was filtrated, and the filtrate (residuum of the filtration) was washed with an aqueous sodium hydrogencarbonate solution, and then was dissolved in ethanol. The solution was dried by magnesium sulfate, filtrated and concentrated. The residuum was recrystallized with ethanol to give N-benzyl-3,6-dibromocarbazole as a white solid. The yield was 61%.

출처