Carbazole → 4,4'-Bis(9H-carbazol-9-yl)biphenyl

HRID 2212790

반응식

HRID 2212790 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11](I)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH:15]1[C:27]2[NH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]=2[CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+].C([C:37]1[CH:42]=[CH:41][CH:40]=[C:39]([CH:43]([CH3:45])[CH3:44])[CH:38]=1)(C)C>[Cu].C1(C)C=CC=CC=1>[CH:3]1[C:4]2[N:26]([C:25]3[CH:20]=[CH:44][C:43]([C:39]4[CH:38]=[CH:37][C:42]([N:26]5[C:25]6[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=6[C:19]6[C:27]5=[CH:15][CH:16]=[CH:17][CH:18]=6)=[CH:41][CH:40]=4)=[CH:45][CH:24]=3)[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:5]=2[CH:6]=[CH:7][CH:2]=1

참가 물질

7

반응물 4

HCID 6854CarbazoleHCID 74501,3-DiisopropylbenzeneHCID 11430Potassium CarbonateHCID 763484,4'-Diiodo-1,1'-biphenyl

생성물 1

HCID 112487164,4'-Bis(9H-carbazol-9-yl)biphenyl수율 68.6%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 1140Toluene용매

실험 절차

A 2-L Kolben equipped with a stirrer and a drain device was charged under a nitrogen stream with 150 g (369.5 mmol) of 4,4′-diiodobiphenyl, 123.5 g (738.6 mmol) of carbazole, 23 g of copper powder, 100 g of potassium carbonate, and 500 ml of 1,3-diisopropylbenzene. The mixture was heated under reflux for 30 hr and was allowed to cool. Toluene was then added, and the mixture was filtered. The solvent in the filtrate was distilled off under reduced pressure. Methanol (500 ml) was added to the residue to precipitate crystals. The crystals were collected by filtration to give CBP (4,4′-bis(carbazol-9-yl)-biphenyl) (122.8 g, yield 68.6%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 30 hr
  3. temperatureto cool
  4. filtrationthe mixture was filtered
  5. distillationThe solvent in the filtrate was distilled off under reduced pressure
  6. additionMethanol (500 ml) was added to the residue
  7. customto precipitate crystals
  8. filtrationThe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-eff217c6dfbb4a2ead731ece3a4c19e9
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07105258B2

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