Reacción #2398

Ecuación de reacción

2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol

sodium azide

dimethyformamide

→

2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol

Rendimiento 87.5%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais heated
2. 2
   TemperaturaAfter cooling
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   LavadoThe ethyl acetate layer is washed
5. 5
   Otrodried
6. 6
   Otroevaporated
7. 7
   Otroto remove the solvent
8. 8
   OtroThe residue is crystallized from hexane

Procedimiento

A mixture of 2-{6-chloro-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (21.85 g), sodium azide (10.7 g) and dimethyformamide (260 ml) is heated with stirring at 75°-80° C. overnight. After cooling, the mixture is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from hexane to give 2-{6-azido-5-(4-methylphenyl)pyrimidin-4-yloxy}ethanol (19.6 g).

Fuente