Reacción #1340570

ord-31a843d064ed47ec94ebe86cd3d86b98

Ecuación de reacción

O=S(=O)([O-])C(F)(F)F.Oc1ccc([S+](c2ccccc2)c2ccc(O)cc2)cc1
Bis(4-hydroxyphenyl)phenylsulfonium triflate
O=S(=O)([O-])C(F)(F)C(F)(F)C(F)(F)C(F)(F)F.[K+]
potassium nonaflate
O=S(=O)([O-])C(F)(F)C(F)(F)C(F)(F)C(F)(F)F.Oc1ccc([S+](c2ccccc2)c2ccc(O)cc2)cc1
white solid
Rendimiento 61.0%
O=S(=O)([O-])C(F)(F)C(F)(F)C(F)(F)C(F)(F)F.Oc1ccc([S+](c2ccccc2)c2ccc(O)cc2)cc1
Bis(4-hydroxyphenyl)Phenylsulfonium Nonaflate
Rendimiento 61.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroformed a cloudy solution
  2. 2
    OtroThe formed oil was separated from the aqueous layer
  3. 3
    Otroby decanting this layer away
  4. 4
    LavadoThe residual oil was washed with 2 mL of distilled water
  5. 5
    workup.DISSOLUTIONThis residue was dissolved in 4 mL acetone
  6. 6
    ExtracciónThis mixture was then extracted with 100 mL of methylene chloride
  7. 7
    workup.STIRRINGafter stirring overnight
  8. 8
    LavadoThe methylene chloride layer was washed with water several times
  9. 9
    workup.DISSOLUTIONDissolving in a minimum of methylene chloride the residue
  10. 10
    Otrowas precipitated with pentane
  11. 11
    Otrodried under high vacuum

Procedimiento

Bis(4-hydroxyphenyl)phenylsulfonium triflate (2.5 g, 0.00739 moles; Dainippon Pharmaceuticals) was dissolved in 20 mL of water in a suitable container to which was added potassium nonaflate (3.28 g, 0.00739 mole). To this mixture was added 120 mL of water, which formed a cloudy solution. This solution was stirred overnight at room temperature in a stoppered flask. The formed oil was separated from the aqueous layer by decanting this layer away. The residual oil was washed with 2 mL of distilled water. This residue was dissolved in 4 mL acetone and another 2.6 g of potassium nonaflate and 100 mL of water. This mixture was then extracted with 100 mL of methylene chloride after stirring overnight. The methylene chloride layer was washed with water several times and stripped of solvents. Dissolving in a minimum of methylene chloride the residue was precipitated with pentane and then dried under high vacuum to give 2.68 g of white solid (61% yield) which was pure by 1H and 19F NMR.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08455176B2uspto-grants-2013_06