Reacción #2471752
ord-e507d3be30af438188edc2457d9b44c0
Ecuación de reacción
4-hydroxy-1-naphtaldehyde
4-(dicyanomethylene)-2,6-dimethyl-4H-pyrane
piperidine
→
desired compound
Rendimiento 48.2%
((E)-2-(2-(4-hydroxynaphthalene-1-yl)vinyl)-6-methyl-4H-pyrane-4-ylidene)malononitrile
Rendimiento 48.2%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1TemperaturaThe resultant was heated
- 2Temperaturarefluxed under an argon atmosphere for 6 hours
- 3Otrothe solvent was removed under reduced pressure
- 4Otrofollowed by purification by column chromatography (SiO2, CHCl3:MeOH=10:1 (v/v))
Procedimiento
4-hydroxy-1-naphtaldehyde (0.70 g (5.81 mmol)), 4-(dicyanomethylene)-2,6-dimethyl-4H-pyrane (1.0 g (5.81 mmol)), piperidine (0.50 g (5.81 mmol)), and ethanol (50 mL) were added to a 50-mL three-neck flask. The resultant was heated and refluxed under an argon atmosphere for 6 hours and then the solvent was removed under reduced pressure, followed by purification by column chromatography (SiO2, CHCl3:MeOH=10:1 (v/v)). Thus a desired compound was obtained (yield: 48.2%).