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

HRID 350604

Reaktionsgleichung

Reaktionsgleichung von HRID 350604
[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

Komponenten

4

Edukt 2

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-00418f60caba4a63b26a69588493ab5f
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07183274B2

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