Reaktion #1440211

Reaktionsgleichung

dibromodecane

sodium hydride

carbazole

→

N-(10-bromodecyl)-carbazole

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen the mixture was transferred into a funnel from which it
2. 2
   Temperaturthe mixture was refluxed for 48 h
3. 3
   TemperaturAfter cooling
4. 4
   Filtrationit was filtered
5. 5
   workup.DISTILLATIONThe filtrate was distilled in order
6. 6
   Sonstigeto remove
7. 7
   workup.ADDITIONThe residue was diluted with water
8. 8
   Extraktionextracted with CH2Cl2
9. 9
   WaschenThe organics was washed with brine
10. 10
    Trocknendried over anhydrous MgSO4 overnight
11. 11
    SonstigeAfter removed the solvent
12. 12
    Sonstigeby rotary evaporator, it
13. 13
    Sonstigewas purified by silica chromography
14. 14
    Sonstigeto give
15. 15
    Sonstige31.6 g (41%, yield, mp 38˜40° C.) white solid product

Vorschrift

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).

Quelle