Water → HCID 19001699, compound

HRID 2259744Notes

Reaction equation

HRID 2259744 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=1.ClC1C=CC=C(C(OO)=[O:22])C=1.O.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:1][S:2]([CH2:3][CH2:4][C:5]1[CH:13]=[CH:12][C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=1)=[O:22]

Participants

6

Reactant 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 12708898HCID 12708898, compound

Product 1

HCID 19001699HCID 19001699, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

3 g of 5-{2-(methylthio)ethyl}-1,3-benzodioxole was dissolved in 100 ml of chloroform. An equimolar amount of m-chloroperbenzoic acid was added to the solution under stirring under reflux with dry ice/alcohol to conduct the reaction for 1 h. 300 ml of chloroform and 300 ml of water were added thereto and then sodium carbonate was added to the mixture until the aqueous layer became alkaline. After separation of the layers, the chloroform layer was washed with water twice and dried over sodium sulfate. The solvent was distilled off under reduced pressure. The oily product was purified according to silica gel column chromatography (chloroform:methanol=20:1) to obtain 1.6 g of the intended compound in the form of a colorless oil.

Workup

  1. customthe reaction for 1 h
  2. customAfter separation of the layers
  3. washthe chloroform layer was washed with water twice
  4. dry with materialdried over sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customThe oily product was purified

Sources & evidence

ORD record
ord-5fb1537b094a49fc9bc589fc1215641d
Source dataset
uspto-grants-1995_12
Patent number
US05475024

Reaction notes

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