Ethanol → 11-acetyl-3-[4-(1-phenyl-1H-benzo[d] imidazol-2-yl) phenyl]-11H-benzocarbazole

HRID 530764Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530764
Br[C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[C:11]([N:12]2[C:15](=[O:17])[CH3:16])=[C:10]2[CH:18]=[CH:19][CH:20]=[CH:21][C:9]2=[CH:8][CH:7]=3)=[CH:4][CH:3]=1.[C:22]1([N:28]2[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[N:30]=[C:29]2C2C=CC(B(O)O)=CC=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:52](O)[CH3:53]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:15]([N:12]1[C:13]2[CH:14]=[CH:2][CH:3]=[CH:4][C:5]=2[C:6]2[CH:7]=[CH:8][C:9]3[CH:21]=[C:20]([C:53]4[CH:52]=[CH:4][C:3]([C:29]5[N:28]([C:22]6[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=6)[C:32]6[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=6[N:30]=5)=[CH:2][CH:14]=4)[CH:19]=[CH:18][C:10]=3[C:11]1=2)(=[O:17])[CH3:16]

Komponenten

7

Edukt 4

HCID 702EthanolHCID 11430Potassium CarbonateHCID 532497794-(1-Phenyl-1H-benzimidazol-2-yl)phenylboronic AcidHCID 712692099-bromo-11-acetyl-11H-benzo[a]carbazole

Produkt 1

HCID 7126896111-acetyl-3-[4-(1-phenyl-1H-benzo[d] imidazol-2-yl) phenyl]-11H-benzocarbazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Following the above procedure, Suzuki coupling of 6.7 g of 9-bromo-11-acetyl-11H-benzo[a]carbazole and 14.0 g of 4-(1-phenyl-1H-benzo [d]imidazol-2-yl) phenylboronic acid were stirred together in 30 ml of toluene. To this was added 0.02 g of tetrakis(triphenylphosphine)palladium, 6.9 g of potassium carbonate and 10 ml of aqueous ethanol were added and refluxed under nitrogen for 6 h. The reaction was quenched with water and the toluene layer was removed and passed through a celite column. The organic layers were combined and then evaporated in a rotary evaporator under vacuum to yield 9.5 g of 11-acetyl-3-[4-(1-phenyl-1H-benzo[d] imidazol-2-yl) phenyl]-11H-benzocarbazole as a white solid.

Aufarbeitung

  1. additionwere added
  2. temperaturerefluxed under nitrogen for 6 h
  3. customThe reaction was quenched with water
  4. customthe toluene layer was removed
  5. customevaporated in a rotary evaporator under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-2202393285d44842996b2a1fe808247b
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353085B2

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