Hydroxyamine hydrochloride → HCID 6400952, Verbindung

HRID 1192820Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1192820
Cl.[NH2:2][OH:3].[CH3:4][NH:5][C:6](=[O:15])[C:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>N1C=CC=CC=1>[OH:3][N:2]=[C:7]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:6]([NH:5][CH3:4])=[O:15]

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 10877451N-methyl-2-oxo-2-phenylacetamide

Produkt 1

HCID 6400952HCID 6400952, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Hydroxylamine hydrochloride (5.96 g, 2.5 eq.) was added to a solution of N-methyl-2-oxo-2-phenylacetamide (5.6 g, 34.3 mmol) in pyridine (25 ml). After stirring for 10 h at room temperature, the excess pyridine was removed in vacuo and the residue was taken up in 250 ml of dichloromethane. The organic phase was washed with 200 ml of water and then again with aqueous hydrochloric acid (0.1 M, 250 ml). The precipitated solid was filtered off, giving 2-(hydroxyimino)-N-methyl-2-phenylacetamide as a yellow solid (2.31 g, pure Z isomer). The filtrate was concentrated by evaporation in vacuo. This gave 4.50 g of 2-(hydroxyimino)-N-methyl-2-phenylacetamide (Z/E=mixture of isomers) as a yellow solid.

Aufarbeitung

  1. customthe excess pyridine was removed in vacuo
  2. washThe organic phase was washed with 200 ml of water
  3. filtrationThe precipitated solid was filtered off

Quellen und Nachweise

ORD-Eintrag
ord-3a6b693839be4a0aaf45d529f4caa07e
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08680283B2

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