25079-98-5Relevant academic research and scientific papers
THERMAL TRANSFORMATIONS OF ALKYL 3-(DIALKYLAMINO)PROPIONATES
Kazantsev, O. A.,Zil'berman, E. N.,Shirshin, K. V.,Krasnov, V. L.,Salov, V. N.
, p. 1687 - 1691 (2007/10/02)
Heating alkyl 3-(dialkylamino)propionates (containing C1-C4 alkyl groups) to 180 deg C and higher leads to reversible amidation reactions (with the formation of N,N-dialkyl-substituted amides) and rearrangements into N,N,N-trialkylpropiobetaines, which break down partially into acrylic acid and tertiary amines.With increase in the size of the substituents on the nitrogen atom and/or in the alcohol residue of the amino ester, rearrangement becomes more difficult.An addition of alkyl acrylates to the original mixture leads to increase in the extent to which rearrangement occurs, and rise in the temperature leads to reduction in the equilibrium conversion of alkyl 3-(dialkylamino)propionates.
