反応 #1763596

反応方程式

9-phenylanthracene

bromine

sodium thiosulfate water

→

9-bromo-10-phenylanthracene

収率 89.0%

溶媒

carbon tetrachloride

carbon tetrachloride

反応条件

後処理

1. 1
   workup.ADDITIONwas dropped into the reaction solution by a dropping funnel
2. 2
   その他After reaction
3. 3
   洗浄An organic layer was washed with an NaOH water solution
4. 4
   乾燥a saturated saline and dried with magnesium sulfate
5. 5
   ろ過After the natural filtration, it
6. 6
   濃縮was concentrated
7. 7
   workup.DISSOLUTIONdissolved in toluene
8. 8
   ろ過filtered through florisil, Celite (registered trademark), and alumina
9. 9
   濃縮The filtrate was concentrated
10. 10
    その他recrystallized by dichloromethane and hexane
11. 11
    その他was obtained with a yield of 89% (synthetic scheme of (b-4))

実験手順

6.0 g (23.7 mmol) of 9-phenylanthracene was dissolved in 80 ml of carbon tetrachloride, and a solution in which 3.80 g (21.1 mmol) of bromine was dissolved in 10 ml of carbon tetrachloride was dropped into the reaction solution by a dropping funnel. After the dropping, stirring was conducted for 1 hour at room temperature. After reaction, a sodium thiosulfate water solution was added and the reaction was stopped. An organic layer was washed with an NaOH water solution and a saturated saline and dried with magnesium sulfate. After the natural filtration, it was concentrated, dissolved in toluene, and filtered through florisil, Celite (registered trademark), and alumina. The filtrate was concentrated and recrystallized by dichloromethane and hexane. Then, 7.0 g of a light-yellow solid of 9-bromo-10-phenylanthracene, which was the intended object, was obtained with a yield of 89% (synthetic scheme of (b-4)).

出典