Reacción #214375

Ecuación de reacción

6-methoxypyridine-3-carboxaldehyde

monoethyl malonate

→

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

Rendimiento 79.2%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaunder reflux for 5 hours
3. 3
   Otrowas evaporated to an oil
4. 4
   OtroThis oil was partitioned between ether and dilute aqueous ammonia
5. 5
   LavadoThe ether layer was washed with water
6. 6
   Otroevaporated to an oil which
7. 7
   Otrocrystallised

Procedimiento

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°.

Fuente