Acetone → Propanoic acid, 2-methyl-3-(methylsulfonyl)-, (S)-

HRID 1174369Notes

Reaction equation

HRID 1174369 reaction equation
[CH3:1][C@H:2]([CH2:6]SC)[C:3]([OH:5])=[O:4].O[O:10][S:11]([O-:13])=O.[K+].[CH3:15]C(C)=O>O>[CH3:1][C@H:2]([CH2:6][S:11]([CH3:15])(=[O:13])=[O:10])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 180AcetoneHCID 23707502Potassium hydroxy sulfiteHCID 51669008HCID 51669008, compound

Product 1

HCID 15814191Propanoic acid, 2-methyl-3-(methylsulfonyl)-, (S)-Yield 45%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

A solution of Example 149A (0.085 g, 0.63 mmol) in acetone (1.2 mL) and water (0.25 mL) at 0° C. was treated with oxone (1.17 g, 1.9 mmol) and the mixture was stirred at 25° C. for 3 h. The mixture was filtered, rinsed with acetone, and the solvents were evaporated. The residue was dissolved in ethyl acetate, dried over MgSO4, filtered and the solvents were evaporated to give the crude title compound (47 mg, 45%).

Workup

  1. filtrationThe mixture was filtered
  2. washrinsed with acetone
  3. customthe solvents were evaporated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvents were evaporated

Sources & evidence

ORD record
ord-01c3497e07fd4911b953457185c6a005
Source dataset
uspto-grants-2010_11
Patent number
US07834043B2

Reaction notes

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