反応 #11840

反応方程式

N-(10-bromodecyl)-carbazole

2,7-dibromofluorene

sodium hydride

→

title product

収率 34.1%

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

収率 34.1%

溶媒

THF

THF

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwisely at 70° C.
2. 2
   温度the mixture was refluxed for 48 h
3. 3
   温度After cooling
4. 4
   ろ過the solid was filtered
5. 5
   濃縮the filtrate was concentrated
6. 6
   workup.ADDITIONdilute with water
7. 7
   抽出extracted with CH2Cl2
8. 8
   その他The organic layer was collected
9. 9
   洗浄washed with brine
10. 10
    乾燥dried with anhydrous MgSO4
11. 11
    その他The crude product was further purified by silica column chromography

実験手順

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.

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