反応 #11838

反応方程式

dibromodecane

sodium hydride

carbazole

→

N-(10-bromodecyl)-carbazole

溶媒

THF

THF

反応条件

後処理

1. 1
   その他Then the mixture was transferred into a funnel from which it
2. 2
   温度the mixture was refluxed for 48 h
3. 3
   温度After cooling
4. 4
   ろ過it was filtered
5. 5
   workup.DISTILLATIONThe filtrate was distilled in order
6. 6
   その他to remove
7. 7
   workup.ADDITIONThe residue was diluted with water
8. 8
   抽出extracted with CH2Cl2
9. 9
   洗浄The organics was washed with brine
10. 10
    乾燥dried over anhydrous MgSO4 overnight
11. 11
    その他After removed the solvent
12. 12
    その他by rotary evaporator, it
13. 13
    その他was purified by silica chromography
14. 14
    その他to give
15. 15
    その他31.6 g (41%, yield, mp 38˜40° C.) white solid product

実験手順

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).

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