Hydrogen Peroxide → HCID 66738909, compound

HRID 1640388Notes

Reaction equation

HRID 1640388 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[C:3]=1[S:12][CH2:13][CH3:14].[OH:15]O>C(O)(=O)C>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[C:3]=1[S:12]([CH2:13][CH3:14])=[O:15]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 667391774-Chloro-3-ethylthio-2-methylbenzoic acid

Product 1

HCID 66738909HCID 66738909, compoundYield 100.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.15 g (4.98 mmol) of 4-chloro-3-ethylthio-2-methylbenzoic acid in 10 ml of glacial acetic acid were heated to a temperature of 50° C.-60° C. At this temperature, 484 mg (35% strength, 4.98 mmol) of an aqueous hydrogen peroxide solution were added dropwise. The mixture was stirred at this temperature for 5 h. The reaction mixture was cooled, washed with an aqueous saturated sodium bisulfite solution and, after analytical proof of absence of peroxides, freed from the solvents. Water was added to the residue, and the mixture was acidified with 6M HCl. The mixture was extracted with ethyl acetate, and the combined organic phases were dried, filtered and, under reduced pressure, freed from the solvent. 1.24 g of the product (purify about 95% by weight) were isolated.

Workup

  1. temperatureThe reaction mixture was cooled
  2. washwashed with an aqueous saturated sodium bisulfite solution
  3. additionWater was added to the residue
  4. extractionThe mixture was extracted with ethyl acetate
  5. customthe combined organic phases were dried
  6. filtrationfiltered and, under reduced pressure

Sources & evidence

ORD record
ord-54ba2a81939e4b30b34714f49dc50007
Source dataset
uspto-grants-2012_02
Patent number
US08114816B2

Reaction notes

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