Reacción #1596523

ord-57474eb564e549d09a43c60a3289c9c1

Ecuación de reacción

[Cl-].c1ccc([I+]c2ccccc2)cc1
diphenyliodonium chloride
CC(C)(C)C(=O)OCC(F)(F)S(=O)(=O)[O-].CC[NH+](CC)CC
triethylammonium 2-pivaloyloxy-1,1-difluoroethanesulfonate
O
water
CC(C)(C)C(=O)OCC(F)(F)S(=O)(=O)[O-].c1ccc([I+]c2ccccc2)cc1
target compound
Rendimiento 96.6%
CC(C)(C)C(=O)OCC(F)(F)S(=O)(=O)[O-].c1ccc([I+]c2ccccc2)cc1
Diphenyliodonium 2-Pivaloyloxy-1,1-difluoroethanesulfonate
Rendimiento 96.6%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroreacted at room temperature for 3 hours
  2. 2
    OtroThe thus-obtained reaction solution
  3. 3
    Otrowas separated into an organic layer
  4. 4
    LavadoThe organic layer was washed five times with 15 mL of water
  5. 5
    Concentraciónsubjected to concentration under reduced pressure

Procedimiento

In 10 mL of chloroform, 5 g of a solid of triethylammonium 2-pivaloyloxy-1,1-difluoroethanesulfonate (equivalent to 14.4 mmol) was dissolved by stirring. The resulting solution was admixed with 15 mL of water and 4.78 g (15.1 mmol) of diphenyliodonium chloride, and then, reacted at room temperature for 3 hours. The thus-obtained reaction solution was separated into an organic layer and an aqueous layer. The organic layer was washed five times with 15 mL of water and subjected to concentration under reduced pressure. With this, 7.32 g of the target compound was obtained as a white solid (purity: 90%, yield: 90%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09221928B2uspto-grants-2015_12