Reaction #586136

Reaction equation

sodium bicarbonate

[3-(2,4-dichlorophenyl)phenyl] isopropyl sulfide

m-chloroperbenzoic acid

→

[3-(2,4-dichlorophenyl)phenyl] isopropyl sulfoxide

Yield 85.0%

Solvents

chloroform

Conditions

Workup

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
   WashThe chloroform layer was washed with 5% aqueous sodium sulfite and water
4. 4
   Dryingdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   OtherPurification of the residue by silica gel column chromatography

Procedure

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