27945-00-2Relevant articles and documents
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.
The selective preparation of n-propylamines by the rhodium catalysed reaction of ethylene and syngas with alkylamines
Jones, M. D.
, p. 403 - 408 (2007/10/02)
The aminoethylation of ethylene with a primary amine has been shown to provide a highly selective route to n-propylamines; the rhodium catalysed reaction of n-propylamine with ethylene and syngas (2/1, H2/CO) affords di-n-propylamine with 98percent selectivity (with respect to ethylene).The reaction of amines of the type RR1NH with the ethylene/syngas mixture and a rhodium catalyst provides a highly selective and general route to the n-propylamines RR1NPr (R=Pr, R1=H; R=t-Bu, R1=H; R=n-Bu, R1=H; R=C8H17, R1=H, R=R1=Pr; R=HOCH2Ch2, R1=H, and R=PhCH(OH)CH2, R1=H).
