Toluene → 3-Bromo-9-phenylcarbazole

HRID 444664

Reaktionsgleichung

Reaktionsgleichung von HRID 444664
[C:1]1([N:7]2[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:13]3[C:8]2=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:20]N1C(=O)CCC1=O.C1(C)C=CC=CC=1>C(OCC)(=O)C>[Br:20][C:16]1[CH:17]=[CH:18][C:19]2[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 67184N-bromobutanimideHCID 708519-Phenylcarbazole

Produkt 1

HCID 189426243-Bromo-9-phenylcarbazoleAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

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)).

Aufarbeitung

  1. customInto a 1000 mL three-neck flask were put
  2. washThis suspending solution was washed with water, and magnesium sulfate
  3. additionwas added
  4. customso that moisture was removed
  5. filtrationThen, the suspending solution was filtered
  6. customto provide a filtrate
  7. customwas obtained
  8. concentrationThe obtained filtrate was concentrated
  9. customdried
  10. customthe object of the synthesis
  11. customwas obtained in a yield of 99% (synthesis scheme (a-6))

Quellen und Nachweise

ORD-Eintrag
ord-2684c3753105439598e448632ab069ea
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08475935B2

Verknüpfte Notizen

Wird geladen…