Reacción #68612

ord-81fd8f932a434ed89ec240664d130d42

Ecuación de reacción

Brc1cn[nH]c1
4-bromo-1H-pyrazole
O=S(=O)(OCC(F)(F)F)C(F)(F)F
2,2,2-trifluoroethyl trifluoromethanesulfonate
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
C1COCCO1
1,4-dioxane
FC(F)(F)Cn1cc(Br)cn1
4-bromo-1-(2,2,2-trifluoroethyl)-1H-pyrazole
Rendimiento 77.1%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrocapped
  2. 2
    FiltraciónThe reaction mixture was filtered
  3. 3
    Lavadothe solid washed with dioxane
  4. 4
    Concentraciónthe filtrate was then concentrated

Procedimiento

A 250 mL RB flask was charged with 4-bromo-1H-pyrazole (2.00 g, 13.6 mmol), 2,2,2-trifluoroethyl trifluoromethanesulfonate (2.35 ml, 17.0 mmol), cesium carbonate (8.87 g, 27.2 mmol), and 1,4-dioxane (40.0 ml, 468 mmol), capped, and stirred at room temperature for 20 hours. The reaction mixture was filtered and the solid washed with dioxane; the filtrate was then concentrated to give 4-bromo-1-(2,2,2-trifluoroethyl)-1H-pyrazole (2.402 g, 77.1% yield) as a crude oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524900B2uspto-grants-2013_09