Reaktion #214375

Reaktionsgleichung

6-methoxypyridine-3-carboxaldehyde

monoethyl malonate

→

ethyl 3-(6-methoxy-3-pyridyl)acrylate

Ausbeute 79.2%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 5 hours
3. 3
   Sonstigewas evaporated to an oil
4. 4
   SonstigeThis oil was partitioned between ether and dilute aqueous ammonia
5. 5
   WaschenThe ether layer was washed with water
6. 6
   Sonstigeevaporated to an oil which
7. 7
   Sonstigecrystallised

Vorschrift

A mixture of 6-methoxypyridine-3-carboxaldehyde (2.34 g), monoethyl malonate (4.51 g), pyridine (12 ml) and piperidine (6 drops) was heated under reflux for 5 hours and was evaporated to an oil. This oil was partitioned between ether and dilute aqueous ammonia. The ether layer was washed with water and evaporated to an oil which crystallised on standing to give ethyl 3-(6-methoxy-3-pyridyl)acrylate (2.8 g, 79%), m.p. 49-52°.

Quelle