Carbazole → 2-Bromo-8-carbazolyldibenzofuran

HRID 1502558

反応式

HRID 1502558 の反応式
Br[C:2]1[CH:15]=[CH:14][C:5]2[O:6][C:7]3[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=3[C:4]=2[CH:3]=1.[CH:16]1[C:28]2[NH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:20]=2[CH:19]=[CH:18][CH:17]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].N[C@@H]1CCCC[C@H]1N>[Cu](I)I.O1CCOCC1>[Br:13][C:10]1[CH:11]=[CH:12][C:7]2[O:6][C:5]3[CH:14]=[CH:15][C:2]([C:25]4[C:26]5[NH:27][C:28]6[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=6)[C:21]=5[CH:22]=[CH:23][CH:24]=4)=[CH:3][C:4]=3[C:8]=2[CH:9]=1

参加物

7

反応物 4

HCID 6854CarbazoleHCID 438061,2-Diaminocyclohexane, trans-HCID 62657Potassium Phosphate, TribasicHCID 822902,8-Dibromodibenzofuran

生成物 1

HCID 667358872-Bromo-8-carbazolyldibenzofuran収率 32.3%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 312751,4-Dioxane溶媒

実験手順

A three-necked flask was charged with 2,8-dibromodibenzofuran (39.12 g, 120 mmol), carbazole (20.07 g, 120 mmol), K3PO4 (50.94 g, 240 mmol), copper iodide (11.43 g, 60 mmol), 1,2-trans-diaminocyclohexane (20.55 g, 180 mmol), and 1,4-dioxane (120 ml), and the mixture was refluxed for 9 h. After the reaction, the reaction product solution was cooled to room temperature and extracted with CH2Cl2 using a separatory funnel. The extract was dried over anhydrous magnesium sulfate, filtrated and concentrated. The obtained solid product was purified by a column chromatography (hexane:toluene=8:2). The above operations were all performed in an argon atmosphere (16.0 g, 32% yield).

後処理

  1. temperaturethe mixture was refluxed for 9 h
  2. customAfter the reaction
  3. extractionextracted with CH2Cl2 using a separatory funnel
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. filtrationfiltrated
  6. concentrationconcentrated
  7. customThe obtained solid product was purified by a column chromatography (hexane:toluene=8:2)

出典と根拠

ORDレコード
ord-ff6771d4082a4663a9f68e9cc82448a2
出典データセット
uspto-grants-2015_12
特許番号
US09209410B2

関連ノート

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