تفاعل #11838

معادلة التفاعل

dibromodecane

sodium hydride

carbazole

→

N-(10-bromodecyl)-carbazole

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىThen the mixture was transferred into a funnel from which it
2. 2
   درجة الحرارةthe mixture was refluxed for 48 h
3. 3
   درجة الحرارةAfter cooling
4. 4
   ترشيحit was filtered
5. 5
   workup.DISTILLATIONThe filtrate was distilled in order
6. 6
   أخرىto remove
7. 7
   workup.ADDITIONThe residue was diluted with water
8. 8
   استخلاصextracted with CH2Cl2
9. 9
   غسيلThe organics was washed with brine
10. 10
    تجفيفdried over anhydrous MgSO4 overnight
11. 11
    أخرىAfter removed the solvent
12. 12
    أخرىby rotary evaporator, it
13. 13
    أخرىwas purified by silica chromography
14. 14
    أخرىto give
15. 15
    أخرى31.6 g (41%, yield, mp 38˜40° C.) white solid product

الإجراء التجريبي

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).

المصدر