Acetic Acid → HCID 58126983, compound

HRID 1971846Notes

Reaction equation

HRID 1971846 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1SC.[O-][Mn](=O)(=O)=O.[K+].[O-:22][S:23]([O-:26])(=S)=O.[Na+].[Na+].[C:29](O)(=O)C>O>[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[S:23]([CH3:29])(=[O:26])=[O:22]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 24477Sodium ThiosulfateHCID 516875Potassium PermanganateHCID 58126901HCID 58126901, compound

Product 1

HCID 58126983HCID 58126983, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 3-(4-fluoro-2-methylsulfanyl-phenyl)-propionic acid methyl ester (1 g, 4.3 mmol) in acetic acid (10 ml) was added dropwise the solution of KMnO4 (1.3 g, 8.2 mmol) in 10 ml H2O. The mixture was stirred at room temperature for 3 hours, and then poured into saturated Na2S2O3 solution and extracted with ethyl acetate. The organic layer was washed with brine, and then dried over Na2SO4. The product was purified by column chromatography to give the titled compound (1.2 g, yield 98%)

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-12ac9df9ad8444e0a71324988426700d
Source dataset
uspto-grants-2013_04
Patent number
US08431581B2

Reaction notes

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