Potassium Permanganate → HCID 57920511, compound

HRID 57166Notes

Reaction equation

HRID 57166 reaction equation
[CH:1]([C:4]1[C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=2[S:7][C:8]=1[CH:9]=[O:10])([CH3:3])[CH3:2].[Mn]([O-])(=O)(=O)=[O:16].[K+]>CC(C)=O.O>[CH:1]([C:4]1[C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][C:6]=2[S:7][C:8]=1[C:9]([OH:16])=[O:10])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 516875Potassium PermanganateHCID 59651682HCID 59651682, compound

Product 1

HCID 57920511HCID 57920511, compoundYield 72.6%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent2×

Procedure

A solution of compound 563-E (1.95 g, 9.5 mmol) in acetone (30 mL) was refluxed for 30 min. A mixture of potassium permanganate (3.02 g, 19.1 mmol) in water (10 mL) was added in portions, and the resultant mixture was refluxed for an additional 30 min. The mixture was cooled to ambient temperature and concentrated in vacuo. A solution of aqueous Na2SO3 (1M, 50 mL) was added followed by sulfuric acid (1M, 50 mL). Two additional portions of Na2SO3 (1M, 20 mL) were added followed by sulfuric acid (1M, 20 mL), which resulted in the disappearance of the dark brown color. The resultant suspension was diluted with H2O, filtered, washed with H2O and dried under vacuo to afford 1.52 g of compound 563-F as a yellow solid. MS: m/z 221.1 (MH+).

Workup

  1. additionwas added in portions
  2. concentrationconcentrated in vacuo
  3. additionA solution of aqueous Na2SO3 (1M, 50 mL) was added
  4. additionTwo additional portions of Na2SO3 (1M, 20 mL) were added
  5. customresulted in the disappearance of the dark brown color
  6. filtrationfiltered
  7. washwashed with H2O
  8. customdried under vacuo

Sources & evidence

ORD record
ord-9362bcabac4949568732ecbd6b748e2b
Source dataset
uspto-grants-2016_09
Patent number
US09434711B2

Reaction notes

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