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

HRID 350604

반응식

HRID 350604 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-00418f60caba4a63b26a69588493ab5f
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183274B2

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