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

HRID 1753704

反応式

HRID 1753704 の反応式
[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

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 11575IodobenzeneHCID 111515032,7-Dibromocarbazole

生成物 1

HCID 223925172,7-Dibromo-9-phenylcarbazole収率 78%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
130 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-a64844fa08ed4a9a98c984928b777f73
出典データセット
uspto-grants-2015_10
特許番号
US09166177B2

関連ノート

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