Reaction #1106612

ord-6486b7daf90b442b849432b60090f747

Reaction equation

O=Cc1c(O)ccc2ccccc12
2-hydroxy-1-naphthaldehyde
CCO
ethanol
Nc1ccccc1-c1ccccc1
2-aminobiphenyl
OC1(c2ccccc2)C=CC=CC1N=Cc1cccc2ccccc12
2-hydroxy-1-naphthylmethylidene-2-phenylaniline

Conditions

Temperature
70°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureunder heating
  2. 2
    ConcentrationThe solution was concentrated with an evaporator to about 30 ml, whereupon a crystal
  3. 3
    Otherwas formed
  4. 4
    Filtrationwhich was filtered by Kiriyama funnel
  5. 5
    OtherDrying under reduced pressure at 25° C. for 24 hours

Procedure

3.44 g (20.0 mmol) of 2-hydroxy-1-naphthaldehyde was dissolved in 50 ml ethanol under heating, and 3.38 g (20.0 mmol) of 2-aminobiphenyl was added. After stirring under reflux at 70° C. for 1 hour, completion of the reaction was confirmed by TLC. The solution was concentrated with an evaporator to about 30 ml, whereupon a crystal was formed, which was filtered by Kiriyama funnel. Drying under reduced pressure at 25° C. for 24 hours gave 2-hydroxy-1-naphthylmethylidene-2-phenylaniline (hereinafter, also referred to as “HNBP”) as a yellow crystal (5.62 g, 87%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08715523B2uspto-grants-2014_05