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

HRID 913687Notes

Reaction equation

HRID 913687 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8](SC)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].O[O:14][S:15]([O-:17])=O.[K+].[CH3:19]O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:15]([CH3:19])(=[O:17])=[O:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 6088142-Chloro-5-(methylsulfanyl)benzoic acidHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 23291322-Chloro-5-(methylsulphonyl)benzoic acidYield 87%

Procedure

A solution was prepared using 2-chloro-5-(methylthio)benzoic acid (2.0 g, 9.90 mmol), oxone (30.4 g, 49.3 mmol) and anhydrous MeOH (100 mL). The reaction was allowed to stir at rt for 17 h and was partitioned between water and Et2O. The organic were dried (MgSO4) and concentrated to dryness to give the desired crude solid (2.0 g, 87% yield). The solid was used without further purification.

Workup

  1. customA solution was prepared
  2. customwas partitioned between water and Et2O
  3. dry with materialThe organic were dried (MgSO4)
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-9d4642dd821b469883d59a9af274d133
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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