Reacción #531846

ord-2684c3753105439598e448632ab069ea

Ecuación de reacción

c1ccc(-n2c3ccccc3c3ccccc32)cc1
9-phenylcarbazole
O=C1CCC(=O)N1Br
N-bromosuccinimide
Cc1ccccc1
toluene
Brc1ccc2c(c1)c1ccccc1n2-c1ccccc1
3-bromo-9-phenyl-9H-carbazole
Rendimiento 99.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroInto a 1000 mL three-neck flask were put
  2. 2
    LavadoThis suspending solution was washed with water, and magnesium sulfate
  3. 3
    workup.ADDITIONwas added
  4. 4
    Otroso that moisture was removed
  5. 5
    FiltraciónThen, the suspending solution was filtered
  6. 6
    Otroto provide a filtrate
  7. 7
    Otrowas obtained
  8. 8
    ConcentraciónThe obtained filtrate was concentrated
  9. 9
    Otrodried
  10. 10
    Otrothe object of the synthesis
  11. 11
    Otrowas obtained in a yield of 99% (synthesis scheme (a-6))

Procedimiento

Into a 1000 mL three-neck flask were put 24 g (100 mmol) of 9-phenylcarbazole, 18 g (100 mmol) of N-bromosuccinimide, 450 mL of toluene, and 200 mL of ethyl acetate, and the mixture was stirred for 45 hours at room temperature. This suspending solution was washed with water, and magnesium sulfate was added therein, so that moisture was removed. Then, the suspending solution was filtered to provide a filtrate was obtained. The obtained filtrate was concentrated and dried, whereby 32 g of a caramel-like solid of 3-bromo-9-phenyl-9H-carbazole, which was the object of the synthesis, was obtained in a yield of 99% (synthesis scheme (a-6)).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08475935B2uspto-grants-2013_07