Reacción #1763596

Ecuación de reacción

9-phenylanthracene

bromine

sodium thiosulfate water

→

9-bromo-10-phenylanthracene

Rendimiento 89.0%

Disolventes

carbon tetrachloride

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas dropped into the reaction solution by a dropping funnel
2. 2
   OtroAfter reaction
3. 3
   LavadoAn organic layer was washed with an NaOH water solution
4. 4
   Secadoa saturated saline and dried with magnesium sulfate
5. 5
   FiltraciónAfter the natural filtration, it
6. 6
   Concentraciónwas concentrated
7. 7
   workup.DISSOLUTIONdissolved in toluene
8. 8
   Filtraciónfiltered through florisil, Celite (registered trademark), and alumina
9. 9
   ConcentraciónThe filtrate was concentrated
10. 10
    Otrorecrystallized by dichloromethane and hexane
11. 11
    Otrowas obtained with a yield of 89% (synthetic scheme of (b-4))

Procedimiento

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)).

Fuente