Reacción #633832

ord-f9f67f0bbb5f49fcbd76d2eeafebd004

Ecuación de reacción

c1ccc(-c2c3ccccc3cc3ccccc23)cc1
9-phenylanthracene
BrBr
bromine
O=S([O-])([O-])=S.[Na+].[Na+]
sodium thiosulfate
Brc1c2ccccc2c(-c2ccccc2)c2ccccc12
9-bromo-10-phenylanthracene
Rendimiento 87.4%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA solution obtained
  2. 2
    workup.ADDITIONwas dropped into the mixture
  3. 3
    Otroto be reacted
  4. 4
    Otrothe reaction
  5. 5
    LavadoAn organic layer of the mixture was washed with water
  6. 6
    Secadodried over magnesium sulfate
  7. 7
    FiltraciónAfter the drying, the mixture was subjected to suction filtration
  8. 8
    Otrocondensed
  9. 9
    Otroto obtain a solid
  10. 10
    OtroThe obtained solid was recrystallized by a mixed solvent of chloroform and hexane

Procedimiento

20.8 g (81.7 mmol) of 9-phenylanthracene and 300 mL of carbon tetrachloride were put into a 500 mL three-necked flask. A solution obtained by dissolving 13.1 g (81.7 mmol) of bromine in 5.00 mL of carbon tetrachloride was dropped into the mixture. After the dropping was completed, the reaction solution was stirred at room temperature for 3 hours to be reacted. Then, about 100 mL of a sodium thiosulfate solution was added to the reaction solution to complete the reaction. An organic layer of the mixture was washed with water and dried over magnesium sulfate. After the drying, the mixture was subjected to suction filtration, and the filtrate was condensed to obtain a solid. The obtained solid was recrystallized by a mixed solvent of chloroform and hexane; then 23.8 g of objective 9-bromo-10-phenylanthracene was obtained as a light yellow powdered solid in a yield of 71%. A synthetic scheme of 9-bromo-10-phenylanthracene is illustrated below (synthetic scheme b-2).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07935854B2uspto-grants-2011_05