Methanol → 2-Chloro-5-(methylsulphonyl)benzoic acid

To 99 mmol 2-chloro-5-(methylthio) benzoic acid (purchased from Aldrich) in 400 ml methanol at 0° C. was added 296 mmol Oxone® and the mixture was allowed to stir at RT for 3.5 h. The precipitate was filtered off and the filtrate was concentrated under reduced pressure. The residue was extracted 3 times with 400 ml ethyl acetate and the combined organic phases washed twice with 300 ml 1 N HCl and with 300 ml saturated aqueous NaCl solution and dried with MgSO4. Evaporation under reduced pressure yielded the title compound which was used in the next step without further purification.

1. filtrationThe precipitate was filtered off
2. concentrationthe filtrate was concentrated under reduced pressure
3. extractionThe residue was extracted 3 times with 400 ml ethyl acetate
4. washthe combined organic phases washed twice with 300 ml 1 N HCl and with 300 ml saturated aqueous NaCl solution
5. dry with materialdried with MgSO4
6. customEvaporation under reduced pressure

ORD record

ord-7a6569fe43b14fb99c486c83d0fe9a28

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08188139B2