Reacción #80505

Ecuación de reacción

water

2,3-dichloro-5-trifluoromethyl pyridine

3-(2-chloro-6-fluorophenyl)-5-(3-chloro 4-hydroxymethylphenyl)-1-methyl-1H-1,2,4-triazole

Sodium hydride

→

desired compound

Rendimiento 60.7%

5-[3-chloro-4-(3-chloro-5-trifluoromethylpyridine-2-yloxymethyl)phenyl]-3(2-chloro-6-fluorophenyl)-1-methyl-1H-1,2,4-triazole

Rendimiento 60.7%

Disolventes

1,2-dimethoxyethane

1,2-dimethoxyethane

1,2-dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGwhich is further stirred for 15 minutes
2. 2
   OtroOn completion of the reaction
3. 3
   Temperaturathe reaction solution is warmed to room temperature
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   LavadoThe organic layer is washed with water
6. 6
   Secadodried over anhydrous magnesium sulfate
7. 7
   Concentraciónconcentrated under reduced pressure
8. 8
   OtroThe concentrate is purified by silica gel column chromatography

Procedimiento

Sodium hydride (60%, 0.16 g) is added to 1,2-dimethoxyethane (50 ml) and a solution of 3-(2-chloro-6-fluorophenyl)-5-(3-chloro 4-hydroxymethylphenyl)-1-methyl-1H-1,2,4-triazole (1.20 g) in 1,2-dimethoxyethane (20 ml) is added dropwise thereto at -5° C. with stirring. To the reaction solution is added dropwise a solution of 2,3-dichloro-5-trifluoromethyl pyridine (0.80 g) in 1,2-dimethoxyethane (20 ml) at -5° C. for 10 minutes, which is further stirred for 15 minutes. On completion of the reaction, the reaction solution is warmed to room temperature, poured into water and extracted with ethyl acetate. The organic layer is washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography to give 1.10 g of desired compound (melting point: 47.0°-49.0° C.).

Fuente