Reaction #1106615

Reaction equation

2-hydroxy-1-naphthaldehyde

ethanol

aniline

→

2-hydroxy-1-naphthylmethylidene aniline

Conditions

Workup

1. 1
   Temperatureunder heating
2. 2
   workup.WAITUpon being left at rest over night in the refrigerator
3. 3
   Othera crystal was formed
4. 4
   Otherthe resulting precipitation
5. 5
   Filtrationwas filtered by Kiriyama funnel
6. 6
   OtherDrying under reduced pressure at 25° C. for 24 hours

Procedure

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%).

Source