Reaktion #2398

Reaktionsgleichung

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

sodium azide

dimethyformamide

→

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

Ausbeute 87.5%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated
2. 2
   TemperaturAfter cooling
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe ethyl acetate layer is washed
5. 5
   Sonstigedried
6. 6
   Sonstigeevaporated
7. 7
   Sonstigeto remove the solvent
8. 8
   SonstigeThe residue is crystallized from hexane

Vorschrift

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).

Quelle