Water → HCID 22169325, compound

HRID 1822617Notes

Reaction equation

HRID 1822617 reaction equation
[C:1]1([S:7][CH:8]2[CH2:12][O:11][C:10](=[O:13])[O:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:14]OS([O-])=O.[K+].[OH2:20]>CO>[C:1]1([S:7]([CH:8]2[CH2:12][O:11][C:10](=[O:13])[O:9]2)(=[O:14])=[O:20])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 112870574-phenylsulfanyl-[1,3]dioxolan-2-oneHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 22169325HCID 22169325, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

4-Phenylsulfanyl-[1,3]dioxolan-2-one) was dissolved in methanol, and OXONE® was added. The resulting mixture was agitated at room temperature for 5 minutes and water was added. The obtained reaction mixture was agitated at room temperature for 12 hours. From the agitated reaction mixture, methanol was removed using decompression distillation and the resulting product was extracted using methylene chloride. The extracted organic solvent layer was again extracted using water, moisture was removed using magnesium sulfate, and then organic solvent was removed using decompression distillation. Using silica gel chromatography, separation and purification were performed to obtain a pure target product, 4-benzenesulfonyl-[1,3]dioxolan-2-one.

Workup

  1. customThe obtained reaction mixture
  2. stirringwas agitated at room temperature for 12 hours
  3. customwas removed
  4. distillationdecompression distillation
  5. extractionthe resulting product was extracted
  6. extractionThe extracted organic solvent layer was again extracted
  7. customwas removed
  8. customorganic solvent was removed
  9. distillationdecompression distillation
  10. customUsing silica gel chromatography, separation and purification

Sources & evidence

ORD record
ord-bf0ea37fc3f84725a4d5ad4ed5578627
Source dataset
uspto-grants-2006_05
Patent number
US07037624B2

Reaction notes

Loading…