Reaktion #11840

Reaktionsgleichung

N-(10-bromodecyl)-carbazole

2,7-dibromofluorene

sodium hydride

→

title product

Ausbeute 34.1%

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

Ausbeute 34.1%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added dropwisely at 70° C.
2. 2
   Temperaturthe mixture was refluxed for 48 h
3. 3
   TemperaturAfter cooling
4. 4
   Filtrationthe solid was filtered
5. 5
   Einengenthe filtrate was concentrated
6. 6
   workup.ADDITIONdilute with water
7. 7
   Extraktionextracted with CH2Cl2
8. 8
   SonstigeThe organic layer was collected
9. 9
   Waschenwashed with brine
10. 10
    Trocknendried with anhydrous MgSO4
11. 11
    SonstigeThe crude product was further purified by silica column chromography

Vorschrift

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.

Quelle