Acetic Acid → HCID 67158684, compound
Reaction equation
[CH:1]1([CH2:4][S:5][C:6]2[C:7]([CH3:19])=[C:8]([CH:12]=[CH:13][C:14]=2[S:15]([CH3:18])(=[O:17])=[O:16])[C:9]([OH:11])=[O:10])[CH2:3][CH2:2]1.OO.[OH2:22].C(O)(=[O:25])C>[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH:1]1([CH2:4][S:5]([C:6]2[C:7]([CH3:19])=[C:8]([CH:12]=[CH:13][C:14]=2[S:15]([CH3:18])(=[O:17])=[O:16])[C:9]([OH:11])=[O:10])(=[O:25])=[O:22])[CH2:3][CH2:2]1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
952 mg (3.17 mmol) of 3-cyclopropylmethylthio-2-methyl-4-methylsulfonylbenzoic acid were dissolved in 15 ml of glacial acetic acid. 31 mg (0.095 mmol) of sodium tungstate(VI) dihydrate were added, and the mixture was then heated to 60° C. At this temperature, 1.44 g (30% strength, 12.7 mmol) of an aqueous hydrogen peroxide solution were carefully added dropwise. The mixture was stirred at this temperature for two days. The mixture was then cooled and, for work-up, poured into water. The mixture was extracted twice with EA, the combined organic phases were washed with an aqueous, saturated sodium bisulfite solution, and, after analytical confirmation of the absence of peroxides, the mixture was dried, filtered and freed under reduced pressure from the solvents. 744 g of the product were isolated.
Workup
- temperatureThe mixture was then cooled and, for work-up
- extractionThe mixture was extracted twice with EA
- washthe combined organic phases were washed with an aqueous, saturated sodium bisulfite solution
- dry with materialafter analytical confirmation of the absence of peroxides, the mixture was dried
- filtrationfiltered
Sources & evidence
- ORD record
- ord-6b39b00f29fc4d1f89b8b695d4bfaaf4
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07943551B2
Reaction notes
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