반응 #1763596

반응 방정식

9-phenylanthracene

bromine

sodium thiosulfate water

→

9-bromo-10-phenylanthracene

수율 89.0%

용매

carbon tetrachloride

carbon tetrachloride

반응 조건

후처리

1. 1
   workup.ADDITIONwas dropped into the reaction solution by a dropping funnel
2. 2
   기타After reaction
3. 3
   세척An organic layer was washed with an NaOH water solution
4. 4
   건조a saturated saline and dried with magnesium sulfate
5. 5
   여과After the natural filtration, it
6. 6
   농축was concentrated
7. 7
   workup.DISSOLUTIONdissolved in toluene
8. 8
   여과filtered through florisil, Celite (registered trademark), and alumina
9. 9
   농축The filtrate was concentrated
10. 10
    기타recrystallized by dichloromethane and hexane
11. 11
    기타was obtained with a yield of 89% (synthetic scheme of (b-4))

실험 절차

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)).

출처