反応 #683318

反応方程式

Na2S2O3

iodine

15

5-Bromo-2-(9,9′-Dioctyl-9H-fluoren-2-yl)benzoic acid methyl ester

bromine

→

5-Bromo-2-(7-bromo-9,9′-Dioctyl-9H-fluoren-2-yl)benzoic acid methyl ester

収率 84.0%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   温度The solution is heated
2. 2
   温度to reflux until the reaction
3. 3
   workup.ADDITIONis added
4. 4
   その他The organic layer is separated
5. 5
   抽出the aqueous layer is extracted with dichloromethane
6. 6
   洗浄The unified organic layers are washed twice with 100 ml water
7. 7
   乾燥dried over sodium sulfate
8. 8
   ろ過filtrated
9. 9
   その他the solvent is removed under vacuum
10. 10
    その他to result white solid (38 g 55.6 mmol, yield: 84%)

実験手順

40 g (66 mmol) 15 is dissolved in 300 ml dichloromethane. The solution is cooled to 0° C., 1 g iodine is added and the mixture is stirred for 30 min. Then a solution of 11 g bromine in dichloromethane is slowly added by a dropping funnel. The solution is heated to reflux until the reaction is completed The reaction mixture is allowed to warm up to room temperature and of a 200 ml saturated Na2S2O3 solution is added. The organic layer is separated and the aqueous layer is extracted with dichloromethane. The unified organic layers are washed twice with 100 ml water dried over sodium sulfate, filtrated and the solvent is removed under vacuum. The residue is recystallisated from butanole to result white solid (38 g 55.6 mmol, yield: 84%)

出典