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4-Bromobenzaldehyde → HCID 59327794、化合物

HRID 1193024
ノート
印刷プレビュー

反応式

HRID 1193024 の反応式
[CH3:1][Si:2]([CH3:17])([CH3:16])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.Br[C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[O:24])=[CH:21][CH:20]=1.C(P(C(C)(C)C)C(C)(C)C)(C)(C)C.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd]>[CH3:1][Si:2]([CH3:17])([CH3:16])[C:3]1[CH:4]=[CH:5][C:6]([N:9]([C:19]2[CH:26]=[CH:25][C:22]([CH:23]=[O:24])=[CH:21][CH:20]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:7][CH:8]=1
参加物反応条件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 707414-BromobenzaldehydeHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 23676156Sodium t-butoxideHCID 44138892N-Phenyl-4-(trimethylsilyl)aniline

生成物 1

HCID 59327794HCID 59327794、化合物

試薬・触媒・溶媒 2

HCID 6505921
(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium
触媒
HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

4-(trimethylsilyl)-N-phenylbenzeneamine (22.8 m mol)), 4-bromobenzaldehyde (29.64 m mol)), tris(dibenzylideneaceton)dipalladium(O) (0.342 m mol)), tris-tert-butyl phosphine (0.684 m mol)), and sodium-tert-butoxide (29.64 m mol)) were dissolved in toluene (100 ml) in a 250 ml tri-neck-round bottom flask and were then stirred in a bath of 100° C. for 24 hours. After the reaction was terminated, the toluene was removed from the solution. After extraction was performed on the solution using dichloromethane and water, the resulting solution was reduced in pressure and distilled. After a silica gel column chromatography, the solvent was reduced in pressure and distilled, thereby obtaining 4-(N-(4-(trimethylsilyl)phenyl)-N-phenylamino)benzaldehyde liquid having 4.1 g.

後処理

  1. customAfter the reaction was terminated
  2. customthe toluene was removed from the solution
  3. extractionAfter extraction
  4. distillationdistilled
  5. distillationdistilled

出典と根拠

ORDレコード
ord-2cfb52ab518847418a8733955291ffe3
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08680336B2

反応ノート

読み込み中…

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