Reaction #2348125

Reaction equation

3-methoxythioanisole

oxone

acetone

→

1-methanesulfonyl-3-methoxy benzene

Yield 98.0%

Solvents

water

Conditions

Workup

1. 1
   Otherresulting in the formation of a white precipitate
2. 2
   Filtrationthe solid was filtered off
3. 3
   Washwashed with acetone
4. 4
   ConcentrationFiltrate was concentrated
5. 5
   Otherto remove acetone
6. 6
   ExtractionAqueous layer was extracted with EtOAc (2×200 mL)
7. 7
   Dryingdried over Na2SO4
8. 8
   OtherThe solvent was removed

Procedure

To a solution of 3-methoxythioanisole (3.084 g, 20 mmol) in 300 mL acetone was added a solution of oxone (30.74 g, 50 mmol) in 125 mL water, resulting in the formation of a white precipitate. Stirring continued overnight, and the solid was filtered off and washed with acetone. Filtrate was concentrated to remove acetone. Aqueous layer was extracted with EtOAc (2×200 mL) and dried over Na2SO4. The solvent was removed to give 1-methanesulfonyl-3-methoxy benzene (3.68 g, 98%) as oil.

Source