Reaktion #2408

Reaktionsgleichung

water

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

sodium azide

→

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

Ausbeute 28.9%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   TrocknenThe ethyl acetate layer is dried
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto remove the solvent
6. 6
   SonstigeThe residue is purified by silica gel column chromatography (solvent; hexane/ethyl acetate=1:1)

Vorschrift

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).

Quelle