Reacción #1106615

ord-d36ce22a7706466c850f10806f51a16c

Ecuación de reacción

O=Cc1c(O)ccc2ccccc12
2-hydroxy-1-naphthaldehyde
CCO
ethanol
Nc1ccccc1
aniline
Oc1ccccc1N=Cc1cccc2ccccc12
2-hydroxy-1-naphthylmethylidene aniline

Condiciones de reacción

Temperatura
70°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaunder heating
  2. 2
    workup.WAITUpon being left at rest over night in the refrigerator
  3. 3
    Otroa crystal was formed
  4. 4
    Otrothe resulting precipitation
  5. 5
    Filtraciónwas filtered by Kiriyama funnel
  6. 6
    OtroDrying under reduced pressure at 25° C. for 24 hours

Procedimiento

6.88 g (40.0 mmol) of 2-hydroxy-1-naphthaldehyde was dissolved in 10 ml ethanol under heating, and 3.72 g (40.00 mmol) of aniline was added. After stirring under reflux at 70° C. for 1 hour, completion of the reaction was confirmed by TLC. Upon being left at rest over night in the refrigerator, a crystal was formed, and the resulting precipitation was filtered by Kiriyama funnel. Drying under reduced pressure at 25° C. for 24 hours gave 2-hydroxy-1-naphthylmethylidene aniline (hereinafter, also referred to as “HNA”) as a yellow crystal (9.17 g, 93%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08715523B2uspto-grants-2014_05