Reacción #1909799

ord-bf0ea37fc3f84725a4d5ad4ed5578627

Ecuación de reacción

O=C1OCC(Sc2ccccc2)O1
4-Phenylsulfanyl-[1,3]dioxolan-2-one
O=S([O-])OO.[K+]
OXONE
O
water
O=C1OCC(S(=O)(=O)c2ccccc2)O1
4-benzenesulfonyl-[1,3]dioxolan-2-one

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe obtained reaction mixture
  2. 2
    workup.STIRRINGwas agitated at room temperature for 12 hours
  3. 3
    Otrowas removed
  4. 4
    workup.DISTILLATIONdecompression distillation
  5. 5
    Extracciónthe resulting product was extracted
  6. 6
    ExtracciónThe extracted organic solvent layer was again extracted
  7. 7
    Otrowas removed
  8. 8
    Otroorganic solvent was removed
  9. 9
    workup.DISTILLATIONdecompression distillation
  10. 10
    OtroUsing silica gel chromatography, separation and purification

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07037624B2uspto-grants-2006_05