Potassium Permanganate → HCID 53906677, compound

HRID 1730757Notes

Reaction equation

HRID 1730757 reaction equation
[Mn]([O-])(=O)(=O)=O.[K+].[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH:20]([S:22]([CH2:24][C:25]([N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:26])=[O:23])[CH3:21])=[CH:16][CH:15]=1.S(=O)(O)[O-:34].[Na+]>O.C(O)(=O)C.[O-2].[O-2].[Mn+4]>[F:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:15]=[CH:16][C:17]([CH:20]([S:22]([CH2:24][C:25]([N:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:26])(=[O:34])=[O:23])[CH3:21])=[CH:18][CH:19]=1

Participants

7

Reactant 3

HCID 516875Potassium PermanganateHCID 23665763Sodium BisulfiteHCID 53794626HCID 53794626, compound

Product 1

HCID 53906677HCID 53906677, compoundYield 65%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

A suspension of 2.1 gm (13.4 millimols) of potassium permanganate in 15 ml of water was added in small portions to a slution of 5.0 gm (13.4 millimols) of [1-(2'-fluoro-4-biphenylyl)-ethylsulfinyl]-acetic acid piperidide in 30 ml of glacial acetic acid. The temperature was maintained at 15°-20° C. The mixture was stirred for 1 hour at room temperature, then diluted with water, the manganese dioxide was reduced with sodium bisulfite, and the reaction product was extracted with ethyl acetate. After washing, drying and evaporation of the ethyl acetate extract, the residue was recrystallized from isopropanol. Yield: 65% of theory; m.p. 126° C.

Workup

  1. temperatureThe temperature was maintained at 15°-20° C
  2. extractionthe reaction product was extracted with ethyl acetate
  3. washAfter washing
  4. customdrying
  5. customevaporation of the ethyl acetate
  6. extractionextract
  7. customthe residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-adb1b66f15cc4a8d801b2cc796a37f78
Source dataset
uspto-grants-1976_11
Patent number
US03993683

Reaction notes

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