ISSN 1070-4272, Russian Journal of Applied Chemistry, 2007, Vol. 80, No. 7, pp. 1087!1089. + Pleiades Publishing, Ltd., 2007.
Original Russian Text + M.Z. Muldakhmetov, A.M. Gazaliev, I.V. Kirilyus, S.D. Fazylov, 2007, published in Zhurnal Prikladnoi Khimii, 2007, Vol. 80,
No. 7, pp. 1117!1119.
AND CORROSION PROTECTION OF METALS
Electrolytic Synthesis of Nipecotic Acid Ethyl Ester
M. Z. Muldakhmetov, A. M. Gazaliev, I. V. Kirilyus, and S. D. Fazylov
Kazakhstan!Russia University, Astana, Kazakhstan
Institute of Organic Synthesis and Coal-Tar Chemistry of the Kazakhstan Republic, Karaganda, Kazakhstan
Received October 30, 2006; in final form, March 2007
Abstract-An electrolytic method was suggested for the synthesis of nipecotic acid ethyl ester in a diaphragm
electrolytic cell on a copper cathode in aqueous!alcoholic alkali solution.
Nipecotic (3-piperidinecarboxylic) acid and its
various esters are widely used in medicine as agents
preventing thrombus formation, and also in clinical
practice as an antiepileptic (Tiagabin).
No data on electrocatalytic synthesis of nipecotic
acid and its esters have been reported. Osadchenko
and Tomilov  prepared isonipecotic acid with a cur-
rent efficiency of 60% by electrolytic reduction of the
pyridine ring of isonicotinic acid on a copper cathode.
Reduction of the pyridine ring has been studied to
a greater extent on electrodes with a low hydrogen
overvoltage, e.g., on silver, and on those with a high
overvoltage (lead, mercury). The course of pyridine
reduction depends on the process conditions and struc-
tural features of pyridine derivatives; bis(piperidines)
are frequently formed . It is advisable to perform
pyridine reduction in an electrocatalytic system on
cathodes activated with Raney nickel or cobalt. At a
current density of 238kAm
and a pyridine concen-
tration of 0.230.3 kmol m
, the piperidine yield
based on the hydrogen uptake is 90% .
With the aim to develop an electrocatalytic proce-
dure for preparing isonipecotic acid ethyl ester, we
examined in this study exhaustive hydrogenation of
nicotinic acid ethyl ester in aqueous and aqueous3
Electrolytic hydrogenation of nicotinic acid ethyl
ester I was performed in a diaphragm electrolytic cell
with the anode and cathode compartments separated
by an MK-40 membrane. The cell volume was 60 ml
(Fig. 1). As anode we used platinum grid, and as
cathode, a cooper plate (support) with a visible surface
area of 0.05 dm
, closely adjoining the electrolyzer
bottom. For cathode activation we used Raney nickel
which was held on the electrode surface with a perma-
nent magnet arranged outside the electrolyzer .
Fig. 1. Cell for electrocatalytic processes: (1) catholyte,
(2) anolyte, (3) diaphragm, (4) cathode support, (5) anode,
(6) calomel electrode, (7) funnel, (8) hydrogen and oxygen
outlet, (9) catalyst, and (10) magnet.