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Dichromate ion → 1-(5-Bromo-2-fluorophenyl)ethanone

HRID 899406
ノート
印刷プレビュー

反応式

HRID 899406 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:11])=[C:6]([CH:8]([OH:10])[CH3:9])[CH:7]=1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=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

4

反応物 2

HCID 24503Dichromate ionHCID 441820551-(5-Bromo-2-fluorophenyl)ethanol

生成物 1

HCID 226074761-(5-Bromo-2-fluorophenyl)ethanone収率 84.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

Compound 4b (50.0g, 228 mmol) along with 300 ml dichloromethane was charged into 2 liter round bottom flask. Crushed pyridinum dichromate (171.0 g, 456 mmol) and powdered molecular sieves (10 g) were both added into the flask. The heterogeneous reaction mixture was stirred for 16 hours at 20° C. The resulting reaction mixture was filtered through celite and washed with ether (500 ml×3). The combined filtrate was concentrated under reduced pressure. The crude product was eluted through a short silica gel pad (3 inches in length) withlo% EtOAc in hexane. The resulting product (42.0 g, yield=84%) was used for the following step.

後処理

  1. additionboth added into the flask
  2. customThe resulting reaction mixture
  3. filtrationwas filtered through celite
  4. washwashed with ether (500 ml×3)
  5. concentrationThe combined filtrate was concentrated under reduced pressure
  6. washThe crude product was eluted through a short silica gel pad (3 inches in length) withlo% EtOAc in hexane

出典と根拠

ORDレコード
ord-b394b9f98be64a318a94025855d987d9
出典データセット
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07354944B2

反応ノート

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