Reacción #94446

Ecuación de reacción

2-ethoxy-3,4,5,6-tetrahydropyridine

1-phenyl-1,3-butanedione

→

1-phenyl-2-(2-piperidinylidene)-1,3-butanedione

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated together in a nitrogen atmosphere
2. 2
   TemperaturaThe reaction mixture is cooled
3. 3
   Otrosubsequently chromatographed on silica gel with an ethyl acetate/hexane mixture as the eluant
4. 4
   Otrocrystallised from ether

Procedimiento

12.7 g (0.1 mole) of 2-ethoxy-3,4,5,6-tetrahydropyridine and 24.4 g (0.15 mole) of 1-phenyl-1,3-butanedione are mixed and heated together in a nitrogen atmosphere, with stirring, for 32 hours in an oil bath at 100°. The reaction mixture is cooled, and subsequently chromatographed on silica gel with an ethyl acetate/hexane mixture as the eluant. The main fractions are combined and crystallised from ether to obtain 1-phenyl-2-(2-piperidinylidene)-1,3-butanedione in the form of yellow crystals, m.p. 80°-81°.

Fuente