Malonic Acid → 2-Fluoro-4-nitrocinnamic acid

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A suspension of 4-nitro-2-fluorobenzaldehyde (3.16 g, 18.7 mmol), malonic acid (2.14 g, 21 mmol) pyridine (catalytic) and ethanol (10 mL) was heated to reflux for 6 hours. The suspension became a clear solution upon heating. Upon cooling to room temperature solids formed and were isolated by filtration. The solids were washed with cool (15° C.) ethanol and then with 1N HCl and dried, giving 3.32 g 4-nitro-2-fluorocinnamic acid (90% yield).

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