Reacción #325536

Ecuación de reacción

1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

4-iodobenzotrifluoride

potassium carbonate

ethanol

→

title compound

Rendimiento 110.4%

1-Methyl-5-[4-(trifluoromethyl)phenyl]-1H-pyrazole

Rendimiento 110.4%

Disolventes

dimethylformamide

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowas then washed with water
2. 2
   SecadoThe organic layer was dried over anhydrous magnesium sulfate
3. 3
   Concentraciónwas then concentrated under a reduced pressure
4. 4
   OtroThe residue was purified by column chromatography (silica gel 60N, hexane:ethyl acetate=4:1 to 3:1)

Procedimiento

Under a nitrogen atmosphere, a mixture of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (4.00 g), 4-iodobenzotrifluoride (4.03 g), bis(triphenylphosphine)palladium(II) dichloride (312 mg), potassium carbonate (2.65 g), ethanol (10 mL) and dimethylformamide (20 mL) was stirred at 75° C. for 2 hours. Thereafter, the reaction solution was diluted with ethyl acetate, and was then washed with water. The organic layer was dried over anhydrous magnesium sulfate, and was then concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel 60N, hexane:ethyl acetate=4:1 to 3:1), so as to obtain the title compound (3.70 g) in the form of a brownish-red solid.

Fuente