Potassium hydroxy sulfite → HCID 54125960, compound

HRID 1086376Notes

Reaction equation

HRID 1086376 reaction equation
[CH3:1][S:2][C:3]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:12][C:4]=1[CH:5]=[CH:6][C:7]([N:9]([OH:11])[CH3:10])=[O:8].[OH:25]OS([O-])=O.[K+]>CO.O>[CH3:1][S:2]([C:3]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:12][C:4]=1[CH:5]=[CH:6][C:7]([N:9]([OH:11])[CH3:10])=[O:8])=[O:25]

Participants

5

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 54423125HCID 54423125, compound

Product 1

HCID 54125960HCID 54125960, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent2×

Procedure

In methanol (15 ml) is placed 2-(methylthio)- 5-(3-phenylpropyl)-N-hydroxy-N-methylcinnamamide (0.35 g, 1.02 mmol) prepared according to Example 27 and the solution cooled in an ice bath. In 3 ml of water is placed oxone (0.33 g, 0.533 mmol) which is then added to the cooled methanol solution and stirred for 35 minutes. The reaction mixture is poured into 80 ml of water and extracted twice with 75 ml portions of ethyl acetate. The organic layers are washed with brine and dried over MgSO4 to afford the title compound.

Workup

  1. customprepared
  2. temperaturethe solution cooled in an ice bath
  3. extractionextracted twice with 75 ml portions of ethyl acetate
  4. washThe organic layers are washed with brine
  5. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-656ab4ee09c44d4fa4477ce670bce4cc
Source dataset
uspto-grants-1991_07
Patent number
US05028629

Reaction notes

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