To a reflux apparatus add 40 mL of pyridine, 10.8 mL of freshly distilled anisaldehyde, 0.7 mL of piperidine and 20 g of malonic acid, heat and stir the mixture for 1h in a boiling water bath followed by heating at reflux for 3h, then the solution is poured into 100ml of water and 120 ml of 20% HCl. The mixture is filtered, washed well with water and recrystallized from boiling ethanol.
The refluxed solution
The crude product precipitating upon pouring it to the solution
The crude product
The recrystallized product