372-29-2

383-63-1

141-78-6

372-29-2

A slurry of sodium enolides was prepared from ethyl trifluoroacetate (88.1 g, 1.0 mol) and ethyl acetate (71.05 g, 0.50 mol) by mixing with solid sodium ethoxide (34.05 g, 0.5 mol). The mixture was evaporated and concentrated with reference to the operation of Example 1. Subsequently, 250 ml of cyclohexane was added to the reaction system, followed by ammonium acetate (77.1 g, 1.0 mol) and anhydrous acetic acid (39.0 g, 0.65 mol). The resulting suspension was heated to boiling, water was separated by distillation and cyclohexane was refluxed into the reaction mixture. The reaction was terminated after 5 hours. The organic phase was separated by adding 300 mL of water. Cyclohexane was removed from the organic phase by distillation and the product was subsequently fractionated under vacuum. 57.0 g of ethyl 3-amino-4,4,4-trifluorobut-2-enoate was obtained with 97.4% purity and 62% yield. The product was analyzed by EI mass spectrometry ([M+] = 183 AMU), 1H-NMR (7.6 ppm, NH; 4.86 ppm, 1H, CH; 4.08 ppm, Quadruple peak, 2H, ethyl; 1.18 ppm, Triple peak, 3H, ethyl) and 13C-NMR (168 ppm, COOEt; 147 ppm, Quadruple peak, C-NH2. 120 ppm, broad quadruple peak, CF3; 82 ppm, quadruple peak, CH; 59 ppm, ethyl; 14 ppm, ethyl) were characterized.