Methanol → HCID 54190766, compound

HRID 2393020Notes

Reaction equation

HRID 2393020 reaction equation
[S:1]([O-:6])(O[O-])(=O)=[O:2].[K+].[K+].[CH3:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12](SC)[CH:11]=1.[CH3:21]O>O>[CH3:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[C:12]([S:1]([CH3:21])(=[O:6])=[O:2])[CH:11]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 10313463Potassium peroxymonosulphateHCID 541520784-Methyl-2-(methylsulfanyl)benzoic acid

Product 1

HCID 54190766HCID 54190766, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of potassium peroxymonosulphate (23.8 g) in water was added to a solution of 4-methyl-2-(methylsulphenyl)benzoic acid (4.7 g) in methanol. The mixture was stirred for 5 hours and left to stand overnight at room temperature. The methanol was removed by evaporation and the resulting suspension was diluted with water and extracted with chloroform. The organic layer was dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness and the residue was triturated with a mixture of ether and cyclohexane to give 4-methyl-2-(methylsulphonyl)benzoic acid (4.4 g) as a cream solid, m.p. 174°-174.5° C.

Workup

  1. waitleft
  2. waitto stand overnight at room temperature
  3. customThe methanol was removed by evaporation
  4. additionthe resulting suspension was diluted with water
  5. extractionextracted with chloroform
  6. dry with materialThe organic layer was dried (anhydrous magnesium sulphate)
  7. filtrationfiltered
  8. customThe filtrate was evaporated to dryness
  9. customthe residue was triturated with a mixture of ether and cyclohexane

Sources & evidence

ORD record
ord-981b2f9948224ba9ac9c39688bf51c4b
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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