반응 #11840

반응 방정식

N-(10-bromodecyl)-carbazole

2,7-dibromofluorene

sodium hydride

→

title product

수율 34.1%

9,9-Bis(N-carbazolyl-decyl)-2,7-dibromofluorene

수율 34.1%

용매

THF

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwisely at 70° C.
2. 2
   온도the mixture was refluxed for 48 h
3. 3
   온도After cooling
4. 4
   여과the solid was filtered
5. 5
   농축the filtrate was concentrated
6. 6
   workup.ADDITIONdilute with water
7. 7
   추출extracted with CH2Cl2
8. 8
   기타The organic layer was collected
9. 9
   세척washed with brine
10. 10
    건조dried with anhydrous MgSO4
11. 11
    기타The crude product was further purified by silica column chromography

실험 절차

To a mixture of 5.2 g (16 mmol) 2,7-dibromofluorene in 300 mL THF was added 1.3 g (41 mmol) sodium hydride (75%) in several portions. A mixture of 15 g (39 mol) N-(10-bromodecyl)-carbazole (8) in 100 mL THF was added dropwisely at 70° C. and the mixture was refluxed for 48 h. After cooling, the solid was filtered and the filtrate was concentrated and dilute with water and extracted with CH2Cl2. The organic layer was collected and washed with brine and dried with anhydrous MgSO4. The crude product was further purified by silica column chromography to give 5.1 g (yield 34%, mp 94˜96° C.) title product. 1H NMR (CDCl3), δ (ppm): 8.10 (4H, d), 7.38˜7.48 (14H, m), 7.23 (4H, t), 4.27 (4H, t), 0.88˜1.86 (36H, m). Anal. Calcd: C, 73.22; H, 6.68; N, 3.00. Found: C, 72.58; H, 6.59; N, 2.73.

출처