反応 #11839

反応方程式

bromooctane

2,7-dibromofluorene

sodium hydride

→

solid

収率 150.4%

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

収率 150.4%

溶媒

THF

THF

反応条件

後処理

1. 1
   温度refluxed overnight
2. 2
   濃縮The mixture was concentrated
3. 3
   workup.ADDITIONdiluted with water
4. 4
   抽出extracted with diethyl ether
5. 5
   洗浄After washing with brine
6. 6
   乾燥the ether solution was dried over anhydrous MgSO4
7. 7
   その他the ether was then removed by evaporation
8. 8
   その他This crude solid was purified by a silica chromography with hexane
9. 9
   その他recrystallized from ethanol

実験手順

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).

出典