Reacción #687285

Ecuación de reacción

9-phenylanthracene

bromine

sodium thiosulfate

→

9-bromo-10-phenylanthracene

Rendimiento 89.0%

Disolventes

carbon tetrachloride

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas delivered dropwise into that reaction solution by a dropping funnel
2. 2
   OtroAfter the reaction
3. 3
   Otrothe reaction
4. 4
   LavadoAn organic layer was washed with a NaOH solution
5. 5
   Secadoa saturated saline solution, and dried with magnesium sulfate
6. 6
   FiltraciónAfter natural filtration, concentration
7. 7
   workup.DISSOLUTIONdissolving in toluene
8. 8
   FiltraciónThen, filtration
9. 9
   ConcentraciónThe filtrate was concentrated
10. 10
    Otrorecrystallized with dichloromethane and hexane

Procedimiento

6.0 g (23.7 mmol) of 9-phenylanthracene was dissolved in 80 ml of carbon tetrachloride. A solution of 3.80 g (21.1 mmol) of bromine dissolved in 10 ml of carbon tetrachloride was delivered dropwise into that reaction solution by a dropping funnel. After the dropping was complete, the mixture was stirred for 1 hour at room temperature. After the reaction, a sodium thiosulfate solution was added to stop the reaction. An organic layer was washed with a NaOH solution and a saturated saline solution, and dried with magnesium sulfate. After natural filtration, concentration and dissolving in toluene were conducted. Then, filtration was done through Florisil, Celite and alumina. The filtrate was concentrated, then recrystallized with dichloromethane and hexane. The target substance, 9-bromo-10-phenylanthracene, was obtained in the form of a pale yellow solid, weighing 7.0 g in a yield of 89% (synthesis scheme (j-4)).

Fuente