Reaktion #1328416

ord-4fcf73621afa4b1f8cd6d7b686a26e10

Reaktionsgleichung

C=CCc1cccc(Cl)c1C=O
2-allyl-6-chlorobenzaldehyde
O=C([O-])O.[Na+]
sodium bicarbonate
Cl.NO
hydroxylamine hydrochloride
C=CCc1cccc(Cl)c1C=NO
2-Allyl-6-chlorobenzaldehyde oxime

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe methanol was subsequently removed under reduced pressure
  2. 2
    workup.STIRRINGthe residue was stirred into 300 ml of water
  3. 3
    ExtraktionThe aqueous phase was extracted with diethyl ether
  4. 4
    Waschenthe combined organic phases were washed with saturated ammonium chloride solution
  5. 5
    Sonstigedried
  6. 6
    Sonstigethe solvent was removed

Vorschrift

5.58 g of sodium bicarbonate were added to a solution of 4.62 g of hydroxylamine hydrochloride in 50 ml of water, and the mixture was cooled to 0° C. A solution of 9.7 g (44.32 mmol) of 2-allyl-6-chlorobenzaldehyde in 50 ml of methanol was then added dropwise, and the mixture was stirred at room temperature overnight. The methanol was subsequently removed under reduced pressure and the residue was stirred into 300 ml of water. The aqueous phase was extracted with diethyl ether and the combined organic phases were washed with saturated ammonium chloride solution and dried, and the solvent was removed. This gave 8.7 g (quantitative) of 2-allyl-6-chlorobenzaldehyde oxime in the form of a viscous oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07115545B1uspto-grants-2006_10