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

Temperature

0 °C

A solution of 2-Chloro-5-(methylthio)benzoic acid (CAS: 51546-12-4; 2.5 g, 11.8 mmol) was dissolved in methanol (50 ml) and cooled to 0° C. Oxone (21.9 g, 35.5 mmol) was added portionwise within 5 minutes. The mixture was stirred at 0° C. for 30 minutes and then at room temperature for 22 hours. The mixture was filtered. The filtrate was poured onto water (200 ml). The aqueous layer was extracted with dichloromethane (5×50 ml). The combined extracts were dried over Na2SO4, filtered and the solvent was removed in vacuo. The solid was stirred in ether (30 ml), filtered and dried (High Vacum, 50° C.) to provide 2-chloro-5-methanesulfonyl-benzoic acid (1.96 g, 70%) as a beige solid, M−H: 232.9.

1. waitat room temperature for 22 hours
2. filtrationThe mixture was filtered
3. additionThe filtrate was poured onto water (200 ml)
4. extractionThe aqueous layer was extracted with dichloromethane (5×50 ml)
5. dry with materialThe combined extracts were dried over Na2SO4
6. filtrationfiltered
7. customthe solvent was removed in vacuo
8. stirringThe solid was stirred in ether (30 ml)
9. filtrationfiltered
10. customdried (High Vacum, 50° C.)

ORD record

ord-f2a65fa2898740d7b01cdc6d35744f49

Source dataset

uspto-grants-2008_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07462617B2