Reacción #609528

ord-90ab905695ab49138ad385027ad5ed4f

Ecuación de reacción

O=C([O-])C1(C(F)(F)F)CC2C=CC1C2.[Na+]
Sodium carboxylate
O=C([O-])C1(C(F)(F)F)CC2C=CC1C2.[Na+]
sodium 2-trifluoromethylbicyclo[2,2,1]hepta-5-ene-2-carboxylate
[Cl-].c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium chloride
O=C([O-])C1(C(F)(F)F)CC2C=CC1C2.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
objective material
Rendimiento 40.0%
O=C([O-])C1(C(F)(F)F)CC2C=CC1C2.c1ccc([S+](c2ccccc2)c2ccccc2)cc1
triphenylsulfonium 2-trifluoromethylbicyclo[2,2,1]hepta-5-ene-2-carboxylate
Rendimiento 40.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe organic layer was separated
  2. 2
    Extracciónthe aqueous layer was extracted with CH2Cl2
  3. 3
    Lavadothe combined organic layers were washed three times with H2O
  4. 4
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Procedimiento

Sodium carboxylate (21) obtained in (Synthesis Example 1-1-2) was dissolved in 20 g of methylene chloride, 40 g of an aqueous solution of triphenylsulfonium chloride (22) was added to the solution and the resulting mixture was stirred for 30 minutes. The organic layer was separated, the aqueous layer was extracted with CH2Cl2, and the combined organic layers were washed three times with H2O. The solvent was distilled off under reduced pressure to obtain 4.6 g of the objective material, onium salt (Q-1) (Yield: 40%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09329476B2uspto-grants-2016_05