Réaction #1328417

ord-f2a854a2dccc4c8ea683dc4ad1278f5f

Équation de réaction

[Na+].[O-]Cl
sodium hypochlorite
C=CCc1cccc(Cl)c1C=NO
2-allyl-6-chlorobenzaldehyde oxime
CC(=O)[O-].[Na+]
sodium acetate
Clc1cccc2c1C1=NOCC1C2
8-Chloro-3a,4-dihydro-3H-indeno[1,2-c]isoxazole

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe organic phase was separated off
  2. 2
    Extractionthe aqueous phase was extracted with methylene chloride
  3. 3
    Lavagethe combined organic phases were washed with saturated ammonium chloride solution
  4. 4
    AutreThe organic phase was dried
  5. 5
    Autrethe solvent was removed

Mode opératoire

At room temperature, 37.0 ml of a sodium hypochlorite solution (12.5% of active chlorine) were added dropwise to a solution of 8.4 g (42.9 mmol) of 2-allyl-6-chlorobenzaldehyde oxime in 100 ml of methylene chloride, and a spatula tip of sodium acetate was added. The mixture was stirred at room temperature for 2 hours, the organic phase was separated off, the aqueous phase was extracted with methylene chloride and the combined organic phases were washed with saturated ammonium chloride solution. The organic phase was dried and the solvent was removed. This gave 7.0 g (94%) of 8-chloro-3a,4-dihydro-3H-indeno-[1,2-c]isoxazole in the form of a viscous oil.

Source

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