Water → HCID 19001665, compound

HRID 486907Notes

Reaction equation

HRID 486907 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.[OH2:25].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])=[O:25]

Participants

6

Reactant 4

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

Product 1

HCID 19001665HCID 19001665, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

3.5 g of 5-{2-(methylthio)ethyl}-1,3-benzodioxole was dissolved in 100 ml of chloroform. 8.8 g of m-chloroperbenzoic acid was added to the solution under cooling with ice/water to conduct the reaction for 2 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. After recrystallization from ethyl acetate/isopropyl ether, 3 g of the intended compound was obtained in the form of colorless needles.

Workup

  1. customthe reaction for 2 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. customAfter recrystallization from ethyl acetate/isopropyl ether

Sources & evidence

ORD record
ord-4a4866f056074425bd0ff2be4f95c26e
Source dataset
uspto-grants-1994_03
Patent number
US05292901

Reaction notes

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