Cornforth reagent → N-(5-chloro-2-formylphenyl)formamide

HRID 350604

反応式

HRID 350604 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:11][OH:12])=[C:6]([NH:8][CH:9]=[O:10])[CH:7]=1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:11]=[O:12])=[C:6]([NH:8][CH:9]=[O:10])[CH:7]=1

参加物

4

反応物 2

HCID 2724130Cornforth reagentHCID 12083233N-(5-chloro-2-hydoxymethylphenyl)formamide

生成物 1

HCID 12083234N-(5-chloro-2-formylphenyl)formamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

A mixture of 1.40 g of the product from stage 1 and 3.40 g of pyridinium dichromate in 350 ml of anhydrous dichloromethane was stirred for 24 hours at 20° C. The solution was then filtered and the filtrate was concentrated by evaporation in vacuo. The residue was purified by flash chromatography on silica gel with ethyl acetate/cyclohexane (1/1) as eluent, 0.88 g (64% of theory) of the title compound being obtained in crystalline form.

後処理

  1. filtrationThe solution was then filtered
  2. concentrationthe filtrate was concentrated by evaporation in vacuo
  3. customThe residue was purified by flash chromatography on silica gel with ethyl acetate/cyclohexane (1/1) as eluent

出典と根拠

ORDレコード
ord-00418f60caba4a63b26a69588493ab5f
出典データセット
uspto-grants-2007_02
特許番号
US07183274B2

関連ノート

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