Formic Acid → β-Amino-5-fluoro-2-nitrobenzenepropanoic acid

Participants

Reaction Conditions

Reaction Steps

5-Fluoro-2-nitrobenzaldehyde (16.91 g, 0.10 mol), formic acid (15.2 mL, 0.40 mol) and malonic acid (13.52 g, 0.13 mol) were stirred at 45° C. for half an hour. Then ammonium formate (15.76 g, 0.25 mol) was added thereto. The reaction temperature was raised to 70° C. and stirred for 1 hour. Then it was stirred at 95° C. for another 4 hours, and then concentrated hydrochloric acid (38 mL) was added and stirred maintaining this temperature for another 1 hour. It was cooled. Water (20 mL) was added, extracted with ethyl acetate (2×25 mL), and the aqueous phase was adjusted to pH≈4.2 with 50% potassium hydroxide solution. A solid precipitated, pumping filtered, dried in vacuum to obtain a yellow solid 15.32 g, at a yield of 67.1%.

Provenance & Evidence