Potassium Carbonate → 2,7-Dibromo-9-phenylcarbazole

HRID 1753704

반응식

HRID 1753704 반응식
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[NH:5][C:4]=2[CH:3]=1.I[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>[Cu].CN(C)C=O>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[N:5]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:4]=2[CH:3]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 11575IodobenzeneHCID 111515032,7-Dibromocarbazole

생성물 1

HCID 223925172,7-Dibromo-9-phenylcarbazole수율 78%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6228Dimethylformamide용매

반응 조건

온도
130 °C

실험 절차

A mixture of 32.5 g (100 mmole) 2,7-dibromo-9H-carbazole, 20.4 g (100 mmole) iodobenzene, 9.5 g (150 mmole) of copper powder, 27.6 g (200 mmole) of potassium carbonate, and 600 ml dimethylformamide were heated at 130° C. under nitrogen overnight, then cooled to room temperature, the solution was filtered. The filtrate was extracted three times with dichloromethane and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuum. The residue was purified by column chromatography on silica(hexane-dichloromethane) afforded a white solid (31.3 g, 78 mmol, 78%).

후처리

  1. temperaturecooled to room temperature
  2. filtrationthe solution was filtered
  3. extractionThe filtrate was extracted three times with dichloromethane and water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customthe solvent was evaporated in vacuum
  6. customThe residue was purified by column chromatography on silica(hexane-dichloromethane)

출처 및 근거

ORD 기록
ord-a64844fa08ed4a9a98c984928b777f73
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09166177B2

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