Reacción #712372

ord-a533803d55584ada89bfccb35e71d4e0

Ecuación de reacción

COC(=O)C1CC(C(=O)OC)C(C(F)(F)C(F)(F)S(=O)(=O)[O-])C1.[Na+]
sodium 2-(2,4-bis(methoxycarbonyl)cyclopentyl)-1,1,2,2-tetrafluoroethanesulfonate
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium chloride
COC(=O)C1CC(C(=O)OC)C(C(F)(F)C(F)(F)S(=O)(=O)[O-])C1.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium 2-(2,4-bis(methoxycarbonyl)cyclopentyl)-1,1,2,2-tetrafluoroethanesulfonate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroInto a glass flask equipped with a thermometer
  2. 2
    Otroobtained
  3. 3
    OtroThereafter, the reaction liquid
  4. 4
    Extracciónwas extracted with 30 mL of dichloromethane three times
  5. 5
    Lavadothe resultant organic layer was washed with 100 mL of water six times
  6. 6
    workup.DISTILLATIONDistillation of dichloromethane in vacuo

Procedimiento

Into a glass flask equipped with a thermometer and a capacitor were charged the aqueous solution of sodium 2-(2,4-bis(methoxycarbonyl)cyclopentyl)-1,1,2,2-tetrafluoroethanesulfonate obtained as described above, and 1.31 g (4.38 mmol) of triphenylsulfonium chloride, and the mixture was stirred at room temperature for 6 hrs. Thereafter, the reaction liquid was extracted with 30 mL of dichloromethane three times, and the resultant organic layer was washed with 100 mL of water six times. Distillation of dichloromethane in vacuo gave 1.51 g of triphenylsulfonium 2-(2,4-bis(methoxycarbonyl)cyclopentyl)-1,1,2,2-tetrafluoroethanesulfonate (compound (A-1)) represented by the following formula (A-1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09304393B2uspto-grants-2016_04