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

HRID 661812

反応式

HRID 661812 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 1140Toluene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-fcbc2aaf753643d6aa7d9fc0c3acceb3
出典データセット
uspto-grants-2011_12
特許番号
US08084935B2

関連ノート

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