تفاعل #11840

معادلة التفاعل

N-(10-bromodecyl)-carbazole

2,7-dibromofluorene

sodium hydride

→

title product

المردود 34.1%

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

المردود 34.1%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwisely at 70° C.
2. 2
   درجة الحرارةthe mixture was refluxed for 48 h
3. 3
   درجة الحرارةAfter cooling
4. 4
   ترشيحthe solid was filtered
5. 5
   تركيزthe filtrate was concentrated
6. 6
   workup.ADDITIONdilute with water
7. 7
   استخلاصextracted with CH2Cl2
8. 8
   أخرىThe organic layer was collected
9. 9
   غسيلwashed with brine
10. 10
    تجفيفdried with anhydrous MgSO4
11. 11
    أخرىThe crude product was further purified by silica column chromography

الإجراء التجريبي

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.

المصدر