Réaction #586136

ord-56146754b79b458583b98711961271b0

Équation de réaction

O=C([O-])O.[Na+]
sodium bicarbonate
CC(C)Sc1cccc(-c2ccc(Cl)cc2Cl)c1
[3-(2,4-dichlorophenyl)phenyl] isopropyl sulfide
O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
CC(C)S(=O)c1cccc(-c2ccc(Cl)cc2Cl)c1
[3-(2,4-dichlorophenyl)phenyl] isopropyl sulfoxide
Rendement 85.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGthe reaction mixture was stirred for 2 hours
  2. 2
    workup.STIRRINGThe reaction mixture was stirred at room temperature for another 12 hours
  3. 3
    LavageThe chloroform layer was washed with 5% aqueous sodium sulfite and water
  4. 4
    Séchagedried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure
  6. 6
    AutrePurification of the residue by silica gel column chromatography

Mode opératoire

To 1.0 g (3.4 mmol) of [3-(2,4-dichlorophenyl)phenyl] isopropyl sulfide in 50 ml of chloroform, 0.7 g (4.1 mmol) of m-chloroperbenzoic acid was added at 0° C. with stirring, and the reaction mixture was stirred for 2 hours. The reaction mixture was stirred at room temperature for another 12 hours, and 5% aqueous sodium bicarbonate was added for separation. The chloroform layer was washed with 5% aqueous sodium sulfite and water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 0.9 g of [3-(2,4-dichlorophenyl)phenyl] isopropyl sulfoxide (yield 85.0%) as a colorless dough (nD20 1.6169).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07767626B2uspto-grants-2010_08