Réaction #2398

Équation de réaction

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

sodium azide

dimethyformamide

→

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

Rendement 87.5%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Températureis heated
2. 2
   TempératureAfter cooling
3. 3
   Extractionextracted with ethyl acetate
4. 4
   LavageThe ethyl acetate layer is washed
5. 5
   Autredried
6. 6
   Autreevaporated
7. 7
   Autreto remove the solvent
8. 8
   AutreThe residue is crystallized from hexane

Mode opératoire

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).

Source