Réaction #1328416

ord-4fcf73621afa4b1f8cd6d7b686a26e10

Équation de réaction

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

Conditions de réaction

Température
0°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe methanol was subsequently removed under reduced pressure
  2. 2
    workup.STIRRINGthe residue was stirred into 300 ml of water
  3. 3
    ExtractionThe aqueous phase was extracted with diethyl ether
  4. 4
    Lavagethe combined organic phases were washed with saturated ammonium chloride solution
  5. 5
    Autredried
  6. 6
    Autrethe solvent was removed

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07115545B1uspto-grants-2006_10