Reacción #58965

Ecuación de reacción

1-(2-bromoethyl)-4-nitrobenzene

pyrazole

potassium hydroxide

→

1-[2-(4-nitrophenyl)ethyl]-1H-pyrazole

Rendimiento 8.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe mixture was extracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with water
3. 3
   Secadodried over anhydrous magnesium sulfate
4. 4
   Concentraciónconcentrated

Procedimiento

A mixture of 1-(2-bromoethyl)-4-nitrobenzene (18.7 g), pyrazole (5.53 g) and potassium hydroxide (4.56 g) was stirred at 140° C. for 8 min. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to give 1-[2-(4-nitrophenyl)ethyl]-1H-pyrazole (1.37 g, 8%) as crystals from a fraction eluted with hexane-ethyl acetate (1:2, v/v). Recrystallization thereof from ethyl acetate-hexane gave yellow prism crystals. melting point: 92-93° C.

Fuente