Reacción #2408

Ecuación de reacción

water

2-(6-chloropyrimidin-4-yloxy)ethanol

sodium azide

→

2-(6-azidopyrimidin-4-yloxy)ethanol

Rendimiento 28.9%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   SecadoThe ethyl acetate layer is dried
4. 4
   Otroevaporated
5. 5
   Otroto remove the solvent
6. 6
   OtroThe residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate=1:1)

Procedimiento

To a solution of 2-(6-chloropyrimidin-4-yloxy)ethanol (5.61 g) in dimethylformamide (60 ml) is added sodium azide (4.18 g), and the mixture is stirred at 70° C. for 20 hours. After cooling, the reaction solution is treated with water, and extracted with ethyl acetate. The ethyl acetate layer is dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate=1:1) to give 2-(6-azidopyrimidin-4-yloxy)ethanol (1.68 g).

Fuente