Réaction #531846

ord-2684c3753105439598e448632ab069ea

Équation de réaction

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreInto a 1000 mL three-neck flask were put
  2. 2
    LavageThis suspending solution was washed with water, and magnesium sulfate
  3. 3
    workup.ADDITIONwas added
  4. 4
    Autreso that moisture was removed
  5. 5
    FiltrationThen, the suspending solution was filtered
  6. 6
    Autreto provide a filtrate
  7. 7
    Autrewas obtained
  8. 8
    ConcentrationThe obtained filtrate was concentrated
  9. 9
    Autredried
  10. 10
    Autrethe object of the synthesis
  11. 11
    Autrewas obtained in a yield of 99% (synthesis scheme (a-6))

Mode opératoire

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)).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08475935B2uspto-grants-2013_07