반응 #11838

반응 방정식

dibromodecane

sodium hydride

carbazole

→

N-(10-bromodecyl)-carbazole

용매

THF

THF

반응 조건

후처리

1. 1
   기타Then the mixture was transferred into a funnel from which it
2. 2
   온도the mixture was refluxed for 48 h
3. 3
   온도After cooling
4. 4
   여과it was filtered
5. 5
   workup.DISTILLATIONThe filtrate was distilled in order
6. 6
   기타to remove
7. 7
   workup.ADDITIONThe residue was diluted with water
8. 8
   추출extracted with CH2Cl2
9. 9
   세척The organics was washed with brine
10. 10
    건조dried over anhydrous MgSO4 overnight
11. 11
    기타After removed the solvent
12. 12
    기타by rotary evaporator, it
13. 13
    기타was purified by silica chromography
14. 14
    기타to give
15. 15
    기타31.6 g (41%, yield, mp 38˜40° C.) white solid product

실험 절차

10 g (0.25 mol) sodium hydride (60%) was added in several portions into a solution of 30.6 g (0.20 mol) carbazole in 200 mL THF. Then the mixture was transferred into a funnel from which it was added dropwisely into a solution of 180 g (0.6 mol) dibromodecane in 500 mL THF at 70° C. and the mixture was refluxed for 48 h. After cooling, it was filtered. The filtrate was distilled in order to remove remaining dibromodecane. The residue was diluted with water and extracted with CH2Cl2. The organics was washed with brine and dried over anhydrous MgSO4 overnight. After removed the solvent by rotary evaporator, it was purified by silica chromography to give 31.6 g (41%, yield, mp 38˜40° C.) white solid product. 1H NMR (500 MHz, CDCl3), δ (ppm): 8.14 (2H, d), 7.51 (2H, d), 7.44 (2H, d), 7.26 (2H, d), 4.30 (2H, t), 3.41 (2H, t), 1.27˜1.90 (16H, m).

출처