تفاعل #11839

معادلة التفاعل

bromooctane

2,7-dibromofluorene

sodium hydride

→

solid

المردود 150.4%

9,9-di-(n-octyl)-2,7-dibromofluorene

المردود 150.4%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed overnight
2. 2
   تركيزThe mixture was concentrated
3. 3
   workup.ADDITIONdiluted with water
4. 4
   استخلاصextracted with diethyl ether
5. 5
   غسيلAfter washing with brine
6. 6
   تجفيفthe ether solution was dried over anhydrous MgSO4
7. 7
   أخرىthe ether was then removed by evaporation
8. 8
   أخرىThis crude solid was purified by a silica chromography with hexane
9. 9
   أخرىrecrystallized from ethanol

الإجراء التجريبي

To a solution of 28.5 g (88 mmol) 2,7-dibromofluorene in 800 mL THF was added 8.8 g (220 mmol) sodium hydride (60%) in several portions at room temperature. The mixture was heated at 60° C. and 43 g (220 mmol) bromooctane in 200 mL THF was added dropwisely into the mixture and refluxed overnight. The mixture was concentrated and diluted with water, and then extracted with diethyl ether. After washing with brine, the ether solution was dried over anhydrous MgSO4 and the ether was then removed by evaporation. This crude solid was purified by a silica chromography with hexane and recrystallized from ethanol to give white solid (36.3 g, yield 75.3%, mp. 52˜54° C.). 1H NMR (500 MHz, CDCl3), δ (ppm): 7.51 (2H, d), 7.44 (2H, d), 7.41 (2H, s), 1.89 (4H, m), 1.02˜1.20 (20H, m), 0.81 (6H, t), 0.56 (4H, m).

المصدر