Hydrogen Peroxide → HCID 22620485, compound

HRID 840982Notes

Reaction equation

HRID 840982 reaction equation
[CH3:1][S:2][C:3]1[C:13]2[CH2:12][CH2:11][CH2:10][C:9]([C:14]([O:16][CH3:17])=[O:15])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.OO.[OH2:20].C[OH:22]>O.O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[CH3:1][S:2]([C:3]1[C:13]2[CH2:12][CH2:11][CH2:10][C:9]([C:14]([O:16][CH3:17])=[O:15])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1)(=[O:22])=[O:20]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 887MethanolHCID 962WaterHCID 22620558HCID 22620558, compound

Product 1

HCID 22620485HCID 22620485, compound

Reagents, catalysts & solvents 1

HCID 150191Sodium Tungstate DihydrateCatalyst

Procedure

Methyl 4-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxylate (0.50 g, 2.01 mmol) was dissolved in methanol (10 ml), followed by adding thereto a 30% aqueous hydrogen peroxide solution (1.14 ml, 10.07 mmol) and sodium tungstate dihydrate (0.066 g, 0.201 mmol), and the resulting mixture was stirred at 70° C. for 5.5 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate (twice), and the extract solution was washed with water and a saturated aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 0.589 g of methyl 4-methylsulfonyl-6,7-dihydro-5H-benzocycloheptene-8-carboxylate.

Workup

  1. additionby adding
  2. extractionfollowed by extraction with ethyl acetate (twice), and the extract solution
  3. washwas washed with water
  4. dry with materiala saturated aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-8d7adcbc5a254ddfbb70dd52232c506d
Source dataset
uspto-grants-2002_04
Patent number
US06369110B1

Reaction notes

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