Réaction #58965

Équation de réaction

1-(2-bromoethyl)-4-nitrobenzene

pyrazole

potassium hydroxide

→

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

Rendement 8.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture was extracted with ethyl acetate
2. 2
   LavageThe organic layer was washed with water
3. 3
   Séchagedried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated

Mode opératoire

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.

Source