Reacción #6578

Ecuación de reacción

n-butylimidazole

sodium hydride

2-chloro-6-fluorobenzylchloride

→

2-n-butyl-1-(2-chloro-6-fluorophenyl)methyl-1H-imidazole

Rendimiento 95.3%

Disolventes

—

ice water

dimethylformamide

dimethylformamide

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe mixture was stirred for 17 hours at ambient temperature
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   OtroThe washed, dried

Procedimiento

A solution of 2 n-butylimidazole (3.75 g, 0.03 mol) in dry dimethylformamide (4 ml) was added to sodium hydride (0.95 g) in dimethylformamide (18 ml). After the gas evolution subsided, the mixture was stirred one hour under argon and 2-chloro-6-fluorobenzylchloride (5.5 q, 0.031 mol) in dimethylformamide (7 ml) was added slowly. The mixture was stirred for 17 hours at ambient temperature, diluted with ice water and extracted with ethyl acetate. The washed, dried, concentrated organic layer provided 7.63 g (94%) of 2-n-butyl-1-(2-chloro-6-fluorophenyl)methyl-1H-imidazole whose NMR was consistent with the structure. This material was used without further purification.

Fuente