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1,10-Phenanthroline → 9-(4'-Bromo-4-biphenylyl)carbazole

HRID 1628371
ノート
印刷プレビュー

反応式

HRID 1628371 の反応式
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].N1C2C(=CC=C3C=2N=CC=C3)C=CC=1.[Br:34][C:35]1[CH:40]=[CH:39][C:38]([C:41]2[CH:46]=[CH:45][C:44](Br)=[CH:43][CH:42]=2)=[CH:37][CH:36]=1>[Cu]I.CN(C=O)C>[Br:34][C:35]1[CH:36]=[CH:37][C:38]([C:41]2[CH:46]=[CH:45][C:44]([N:12]3[C:11]4[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=4[C:5]4[C:13]3=[CH:1][CH:2]=[CH:3][CH:4]=4)=[CH:43][CH:42]=2)=[CH:39][CH:40]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 13181,10-PhenanthrolineHCID 6854CarbazoleHCID 71104,4'-DibromobiphenylHCID 11430Potassium Carbonate

生成物 1

HCID 588923869-(4'-Bromo-4-biphenylyl)carbazole

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
触媒
HCID 6228Dimethylformamide溶媒

実験手順

5.0 g of 9H-carbazole (3.0 10−2 mol), 0.67 g of CuI (3.2 10−3 mol), 10.0 g of K2CO3 (7.2 10−2 mol), 1.16 g of 1,10 phenanthroline (6.4 10−3 mol), and 9.36 g of 4,4′-dibromobiphenyl (3.0 10−2 mol) are initially introduced. After addition of 200 ml of DMF, the reaction mixture is stirred under reflux for 12 h. After filtration through Celite with suction, it is precipitated using water and filtered off with suction. The solid is dissolved in hot THF and precipitated using ethanol, giving 7.7 g (64%) of clean substance.

後処理

  1. temperatureunder reflux for 12 h
  2. filtrationAfter filtration through Celite with suction, it
  3. customis precipitated
  4. filtrationfiltered off with suction
  5. dissolutionThe solid is dissolved in hot THF
  6. customprecipitated
  7. customgiving 7.7 g (64%) of clean substance

出典と根拠

ORDレコード
ord-ed3051104169422280d1bd57ad7e9857
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08786181B2

反応ノート

読み込み中…

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