Potassium Carbonate → 9-(3-bromophenyl)-3,6-diphenyl-9H-Carbazole

HRID 1502189

반응식

HRID 1502189 반응식
[C:1]1([C:7]2[CH:8]=[CH:9][C:10]3[NH:11][C:12]4[C:17]([C:18]=3[CH:19]=2)=[CH:16][C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:14][CH:13]=4)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:26][C:27]1[CH:32]=[CH:31][CH:30]=[C:29](I)[CH:28]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl.[Cu]>[Br:26][C:27]1[CH:28]=[C:29]([N:11]2[C:12]3[CH:13]=[CH:14][C:15]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[CH:16][C:17]=3[C:18]3[C:10]2=[CH:9][CH:8]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:19]=3)[CH:30]=[CH:31][CH:32]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 11561Benzene, 1-bromo-3-iodo-HCID 31232953,6-Diphenylcarbazole

생성물 1

HCID 581422319-(3-bromophenyl)-3,6-diphenyl-9H-Carbazole수율 86.3%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6344Dichloromethane용매

반응 조건

온도
190 °C

실험 절차

3,6-Diphenylcarbazole (2.80 g, 8.77 mmol), 1-bromo-3-iodobenzene (22.18 g, 87.7 mmol), copper powder (0.279 g) and potassium carbonate (4.85 g) were mixed together, and the mixture was heated in a nitrogen atmosphere at 190° C. for 9 hours. The resultant mixture was cooled to room temperature and diluted with methylene chloride, followed by washing with water and drying, to thereby obtain a pale brown liquid. Next, the obtained liquid is purified through silica gel column chromatography using a solvent mixture of methylene chloride/hexane (2/3 by volume), to thereby obtain 3.59 g of 9-(3-bromophenyl)-3,6-diphenylcarbazole.

후처리

  1. washby washing with water
  2. customdrying
  3. customto thereby obtain a pale brown liquid
  4. customNext, the obtained liquid is purified through silica gel column chromatography
  5. additiona solvent mixture of methylene chloride/hexane (2/3 by volume)

출처 및 근거

ORD 기록
ord-9d17ee430e2348dc96385db6da291799
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09206202B2

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