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N,N'-Dimethylethylenediamine → 2-(N,N-diphenylamino)-7-bromo-9,9-dimethylfluorene

HRID 31957
ノート
印刷プレビュー

反応式

HRID 31957 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](I)=[CH:9][CH:10]=3)[C:5]([CH3:17])([CH3:16])[C:4]=2[CH:3]=1.[C:18]1([NH:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CNCCNC.CC(C)([O-])C.[Na+]>[Cu](I)I.C1(C)C(C)=CC=CC=1>[C:25]1([N:24]([C:8]2[CH:9]=[CH:10][C:11]3[C:12]4[C:4](=[CH:3][C:2]([Br:1])=[CH:14][CH:13]=4)[C:5]([CH3:17])([CH3:16])[C:6]=3[CH:7]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=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 8070N,N'-DimethylethylenediamineHCID 11487DiphenylamineHCID 23676156Sodium t-butoxideHCID 453821792-Bromo-7-iodo-9,9-dimethyl-9H-fluorene

生成物 1

HCID 587297452-(N,N-diphenylamino)-7-bromo-9,9-dimethylfluorene収率 69.9%

試薬・触媒・溶媒 2

HCID 83717
Copper iodide
触媒
HCID 7237O-Xylene溶媒

実験手順

Charged under Ar atmosphere were 2-bromo-7-iodo-9,9-dimethylfluorene 20.0 g, diphenylamine 8.46 g, copper iodide 0.476 g, N,N′-dimethylethylene-diamine 0.441 g, sodium t-butoxide 7.21 g and xylene 50 ml, and the mixture was refluxed for 24 hours under heating. After cooled down to room temperature, the mixture was extracted with toluene, and the insoluble matter was filtered. The filtrate was concentrated, and then the concentrate was refined by silica gel chromatography to obtain 15.4 g of a yellow solid matter of 2-(N,N-diphenylamino)-7-bromo-9,9-dimethylfluorene.

後処理

  1. additionCharged under Ar atmosphere
  2. temperaturethe mixture was refluxed for 24 hours
  3. temperatureunder heating
  4. extractionthe mixture was extracted with toluene
  5. filtrationthe insoluble matter was filtered
  6. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-9fd63b03482f4e93a36ae9d35def82bf
出典データセット
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07425654B2

反応ノート

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