Реакция #11840

Уравнение реакции

N-(10-bromodecyl)-carbazole

2,7-dibromofluorene

sodium hydride

→

title product

Выход 34.1%

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

Выход 34.1%

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added dropwisely at 70° C.
2. 2
   Температураthe mixture was refluxed for 48 h
3. 3
   ТемператураAfter cooling
4. 4
   Фильтрацияthe solid was filtered
5. 5
   Концентрированиеthe filtrate was concentrated
6. 6
   workup.ADDITIONdilute with water
7. 7
   Экстракцияextracted with CH2Cl2
8. 8
   ДругоеThe organic layer was collected
9. 9
   Промывкаwashed with brine
10. 10
    Сушкаdried with anhydrous MgSO4
11. 11
    ДругоеThe crude product was further purified by silica column chromography

Методика

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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