Synthesis of 4-Methoxycinnamic acid

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.

Source

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The refluxed solution

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The crude product precipitating upon pouring it to the solution

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The crude product

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The recrystallized product

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