3,5-Dibromostyrene → 3,5-Dibromoethylbenzene

HRID 1822316ノート

反応式

HRID 1822316 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([CH:8]=[CH2:9])[CH:5]=[C:4]([Br:10])[CH:3]=1>C1COCC1.[OH-].[OH-].[Pd+2]>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[CH:5]=[C:4]([Br:10])[CH:3]=1

参加物

4

反応物 1

HCID 186903433,5-Dibromostyrene

生成物 1

HCID 187118073,5-Dibromoethylbenzene収率 74%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 1,3-dibromo-5-vinyl-benzene (4.55 g, 17.4 mmol) and 20% Pd(OH)2/C (2.0 g) in THF (60 mL) is purged with N2 and then H2, and the mixture is stirred under a H2 balloon at rt for 5 hours. The mixture is filtered through hyflo, and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 15/1 hexanes/ethyl acetate to afford 3.38 g (74%) of the title compound. Rf=0.63 (9/1 hexanes/EtOAc). 1H NMR (400 MHz, CDCl3).

後処理

  1. customis purged with N2
  2. filtrationThe mixture is filtered through hyflo
  3. customthe solvent is removed in vacuo
  4. customto afford crude product that
  5. customis absorbed on silica gel
  6. custompurified by flash chromatography

出典と根拠

ORDレコード
ord-f6d75667a6c5418683af7cfd0c660276
出典データセット
uspto-grants-2009_10
特許番号
US07608639B2

反応ノート

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