Potassium Carbonate → 9-(4-Bromophenyl)-9'-phenyl-9H,9'H-3,3'-bicarbazole

HRID 625199노트

반응식

HRID 625199 반응식
[C:1]1([N:7]2[C:19]3[CH:18]=[CH:17][C:16]([C:20]4[CH:21]=[CH:22][C:23]5[NH:24][C:25]6[C:30]([C:31]=5[CH:32]=4)=[CH:29][CH:28]=[CH:27][CH:26]=6)=[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:33][C:34]1[CH:39]=[CH:38][C:37](I)=[CH:36][CH:35]=1.C(=O)([O-])[O-].[K+].[K+].S(=O)(O)[O-].[Na+]>[Cu].C1(C)C=CC=CC=1.ClC1C=CC=CC=1Cl>[Br:33][C:34]1[CH:39]=[CH:38][C:37]([N:24]2[C:23]3[CH:22]=[CH:21][C:20]([C:16]4[CH:17]=[CH:18][C:19]5[N:7]([C:1]6[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=6)[C:8]6[C:13]([C:14]=5[CH:15]=4)=[CH:12][CH:11]=[CH:10][CH:9]=6)=[CH:32][C:31]=3[C:30]3[C:25]2=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:36][CH:35]=1

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 115221-Bromo-4-iodobenzeneHCID 23665763Sodium BisulfiteHCID 593066299-Phenyl-9H,9'H-[3,3']bicarbazolyl

생성물 1

HCID 680062349-(4-Bromophenyl)-9'-phenyl-9H,9'H-3,3'-bicarbazole수율 97.2%

시약·촉매·용매 3

HCID 23978Copper촉매HCID 1140Toluene용매HCID 72391,2-Dichlorobenzene용매

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온도
170 °C

실험 절차

9-Phenyl-9H,9′H-[3,3′]bicarbazolyl (12.9 g), 4-bromo-iodobenzene (13.4 g), a copper powder (0.64 g), potassium carbonate (8.34 g), sodium bisulfite (0.49 g), and orthodichlorobenzene (50 ml) were added to a nitrogen-substituted reaction vessel, heated, and stirred at 170° C. for 19.5 hours. The mixture was cooled to 90° C., and dissolved after adding toluene (200 ml). After removing the insolubles by filtration, the filtrate was concentrated under reduced pressure, and crystallized from methanol (50 ml) to obtain a white powder of 9-(4-bromophenyl)-9′-phenyl-9H,9′H-[3,3′]bicarbazolyl (17.30 g; yield 97%).

후처리

  1. temperatureheated
  2. temperatureThe mixture was cooled to 90° C.
  3. dissolutiondissolved
  4. customAfter removing the insolubles
  5. filtrationby filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customcrystallized from methanol (50 ml)

출처 및 근거

ORD 기록
ord-cb3d371100994a04a30375eee7e48b22
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09306174B2

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