Reaktion #1765238

Reaktionsgleichung

Sodium hydride

2-aminopropanol

2,6-dichloropyridine

→

yellow oil

Ausbeute 84.2%

1-(6-Chloropyridin-2-yloxy)-2-propylamine

Ausbeute 84.2%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction heated
2. 2
   Temperaturat reflux for 8 hours
3. 3
   TemperaturAfter cooling
4. 4
   Sonstigethe reaction was quenched with aqueous 1N hydrochloric acid
5. 5
   Waschenwashed with ether (3×30 mL)
6. 6
   TemperaturThe pH of the aqueous phase was then raised to 10-11 with 50 wt. percent aqueous sodium hydroxide
7. 7
   Extraktionextracted with ether (3×50 mL)
8. 8
   TrocknenThe organics were dried (MgSO4)
9. 9
   Filtrationfiltered
10. 10
    Sonstigesolvent removed in vacuo

Vorschrift

Sodium hydride (60 wt. percent oil dispersion, 560 mg, 14 mmol) was added to a stirred solution of 2-aminopropanol (1.2 mL, 14 mmol) in THF (25 mL). After 30 minutes, 2,6-dichloropyridine (2.0 g, 14 mmol) was added and the reaction heated at reflux for 8 hours. After cooling, the reaction was quenched with aqueous 1N hydrochloric acid and washed with ether (3×30 mL). The pH of the aqueous phase was then raised to 10-11 with 50 wt. percent aqueous sodium hydroxide and extracted with ether (3×50 mL). The organics were dried (MgSO4), filtered and solvent removed in vacuo leaving 2.2 g of a yellow oil.

Quelle