Reacción #1801595

Ecuación de reacción

9-phenylanthracene

bromine

sodium thiosulfate

→

10-bromo-9-phenylanthracene

Rendimiento 99.6%

Disolventes

carbon tetrachloride

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas dropped into the reaction solution
2. 2
   OtroAfter the reaction
3. 3
   Otrothe reaction
4. 4
   LavadoAn organic layer was washed with an aqueous sodium hydroxide (NaOH) solution
5. 5
   Secadoa saturated sodium chloride solution and dried with magnesium sulfate
6. 6
   FiltraciónThe mixture was naturally filtered
7. 7
   Otroa compound obtained
8. 8
   Concentraciónby concentrating the filtrate
9. 9
   workup.DISSOLUTIONwas dissolved into toluene
10. 10
    Filtraciónfiltered through florisil, Celite®, and alumina
11. 11
    ConcentraciónThe filtrate was concentrated
12. 12
    Otrorecrystallized with dichloromethane and hexane

Procedimiento

6.0 g (23.7 mmol) of 9-phenylanthracene was dissolved into 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 using a dropping funnel. After dropping, the solution was stirred for 1 hour at a room temperature. After the reaction, an aqueous sodium thiosulfate solution was added to stop the reaction. An organic layer was washed with an aqueous sodium hydroxide (NaOH) solution and a saturated sodium chloride solution and dried with magnesium sulfate. The mixture was naturally filtered, and a compound obtained by concentrating the filtrate was dissolved into toluene and filtered through florisil, Celite®, and alumina. The filtrate was concentrated and recrystallized with dichloromethane and hexane, thereby obtaining 7.0 g of objective 10-bromo-9-phenylanthracene as a light-yellow solid with a yield of 89%.

Fuente