Réaction #2408

Équation de réaction

water

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

sodium azide

→

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

Rendement 28.9%

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling
2. 2
   Extractionextracted with ethyl acetate
3. 3
   SéchageThe ethyl acetate layer is dried
4. 4
   Autreevaporated
5. 5
   Autreto remove the solvent
6. 6
   AutreThe residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate=1:1)

Mode opératoire

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).

Source