A New Rearrangement of Substituted 3-Aminopropenals

M. Neuenschwander, Klaus Hafner
2023
3-(Dimethylamino)prop-2-yn-1-al (1) reacts with an equimolar quantity of HCl in anhydrous tetrahydrofuran at 0 °C to give the reactive aldehyde (2), R = Cl [¹], which rearranges during isolation to form isomer-free[²] trans-3-chloro-N,N-dimethylacrylamide (3a), R = Cl (yield 80 %) [³].
doi:10.26083/tuprints-00022285 fatcat:drdgcbsyafaivd2r6huylr2kyy