Reaktion #446503

Reaktionsgleichung

ethyl nicotinate

ethyl propionate

sodium ethoxide

→

ethyl 3-pyridyl ketone

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Extraktionextracted with diethyl ether (50 ml)
3. 3
   TemperaturThe aqueous layer was heated at 90°C. for two hours
4. 4
   Temperaturcooled
5. 5
   Extraktionextracted with diethyl ether (3×75 ml)
6. 6
   TrocknenThe dried (magnesium sulphate) organic layer
7. 7
   Einengenwas concentrated
8. 8
   workup.DISTILLATIONdistilled

Vorschrift

A mixture of ethyl nicotinate (15.1 g, 0.1 mole), ethyl propionate (15.3 g, 0.15 mole) and sodium ethoxide (10.2 g, 0.15 mole) was stirred and heated under nitrogen at 100°C. for five hours. After cooling, the mixture was diluted with water (150 ml) extracted with diethyl ether (50 ml) and the aqueous layer made acidic to pH 1 with concentrated hydrochloric acid (50 ml). The aqueous layer was heated at 90°C. for two hours, cooled, made alkaline with solid potassium carbonate and extracted with diethyl ether (3×75 ml). The dried (magnesium sulphate) organic layer was concentrated and distilled to give ethyl 3-pyridyl ketone (b.pt 97-99°/14mm Hg).

Quelle