Reaktion #170396

ord-a7867c11b02a4c4b8072729dfbe707aa

Reaktionsgleichung

O=Cc1cccc(Cl)c1
3-chlorobenzaldehyde
Cl.NO
hydroxylamine hydrochloride
CC(=O)[O-].[Na+]
sodium acetate
O/N=C\c1cccc(Cl)c1
title compound
Ausbeute 98.0%
O/N=C\c1cccc(Cl)c1
(Z)-3-Chloro-benzaldehyde oxime
Ausbeute 98.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturunder reflux for 3 h
  3. 3
    Sonstigeprecipitated
  4. 4
    workup.ADDITIONthe resulting mixture was then diluted with water
  5. 5
    FiltrationThe white precipitate was then filtered off
  6. 6
    Waschenwashed with water
  7. 7
    Sonstigedried under high vacuum

Vorschrift

To a suspension of 3-chlorobenzaldehyde (50 g, 355 mmol) and hydroxylamine hydrochloride (38 g, 543 mmol) in ethanol (200 mL) containing sodium acetate (46 g, 558 mmol) was heated under reflux for 3 h. After 30 min stirring at room temperature a white solid precipitated and the resulting mixture was then diluted with water and acidified with HCl (4 N). The white precipitate was then filtered off, washed with water and dried under high vacuum to afford the title compound (54 g, 98%) which was obtained as a white solid. Mp: 64-66° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846719B2uspto-grants-2014_09