
TY  - JOUR
A1  - Cirigottis, KA 
A1  - Ritchie, E 
A1  - Taylor, WC 
T1  - Studies on the Hurtley reaction
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1974
VL  - 27
IS  - 10
SP  - 2209
EP  - 2228
KW  - 
UR  - https://doi.org/10.1071/CH9742209 
N2  - As a result of a large number of experiments on the Hurtley reaction the following tentative conclusions are drawn: (a) the best and most convenient solvent is ethanol; (b) the reaction succeeds best with aromatic o-bromocarboxylic acids although o-iodo acids can be expected to give low yields; (c) replacement of the carboxyl group by any other functional group prevents the reaction; (d) a copper species, probably copper(l), is an essential catalyst.   The reactivity of 8-bromo-1-naphthoic acid, which is almost identical with that of o-bromobenzoic acid, is evidence against the intermediacy of a planar resonance hybrid structure. The geometry of the bromo acid-copper intermediate appears to be of paramount importance. 
ER  -

