Water → (3-Bromophenyl)acetaldehyde

HRID 30599

反応式

HRID 30599 の反応式
[C:1]([O-:4])(=O)[CH3:2].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].FC(F)(F)C(O)=O.[Br:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28](C=C)[CH:27]=1.O>ClCCl>[Br:25][C:26]1[CH:27]=[C:28]([CH2:2][CH:1]=[O:4])[CH:29]=[CH:30][CH:31]=1

参加物

6

反応物 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 748703-BromostyreneHCID 178418268HCID 178418268、化合物

生成物 1

HCID 20387554(3-Bromophenyl)acetaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A mixture of lead tetraacetate (3.6 g, 8.2 mmol) and trifluoroacetic acid (8.25 mL) at 0° C. is treated dropwise with a solution of 1-bromo-3-vinylbenzene (1.5 g, 8.2 ml) in dichloromethane, allowed to warm to room temperature, stirred for 2 h at room temperature, diluted with dichloromethane, poured into water, stirred vigorously and filtered through a pad of celite. The filtrate is separated. The filtercake is rinsed with additional portions of dichloromethane. The combined organic phases are washed sequentially with water, NaHCO3 and brine, dried over MgSO4 and concentrated in vacuo to afford (3-bromophenyl)acetaldehyde.

後処理

  1. stirringstirred vigorously
  2. filtrationfiltered through a pad of celite
  3. customThe filtrate is separated
  4. washThe filtercake is rinsed with additional portions of dichloromethane
  5. washThe combined organic phases are washed sequentially with water, NaHCO3 and brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b7016977149e4bafa9e7f3429a8baa7d
出典データセット
uspto-grants-2008_09
特許番号
US07423158B2

関連ノート

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