Hydrolysis of substituted 8-acetoxyquinolines.
In the absence of metal ions, the hydrolysis of 2-methyl-8-acetoxyquinoline and of 5-chloro-8-acetoxyquinoline follow the same reaction paths as those of the parent ester 8-acetoxyquinoline, including an intramolecular catalysis by the quinoline nitrogen. Unlike the hydrolysis of the other esters, that of the 2-methyl compound appears not to be catalysed by metal ions, and this is consistent with the view that catalysis by a metal ion involves the formation of a 7-membered chelate structure.
Billo
E J
EJ
Burke Chemical Laboratories McMaster University Hamilton, Ontario, Canada.
Graham
R P
RP
Calway
P G
PG