초록 |
Although the first electroorganic reaction in organic synthesis is probably the famous Kolbe electrolysis published in 1849, no other remarkable reactions have been found until the reductive dimerization of acrylonitrile to adiponitrile was developed by Dr. M. M. Baizer of Monsanto Co. in 1964. Since then, the electroorganic chemistry has been studied with the expectation that it is a new useful tool for finding novel reactions in organic synthesis. By using these electrochemical methods, the wide variety of organic electrochemical trans formations can be carried out rapidly and in good yield, using relatively simple equipment, with the added advantage of avoiding hazardous or toxic reagents or by-products. In addition, not only is it possible to carry out many reactions more efficiently electrochemically than with chemical reagents, there are in fact many reactions that can only be carried out electrochemically. For these reasons, there has been increasing interest in electrochemical methods in organic chemistry. Until now, however, almost all the studies on the electroorganic synthesis and its reaction mechanism have been performed only under an atmospheric pressure. Recently, several attempts such as the electrochemical reduction of CO2and radical reactionsto apply the advantages of supercritical fluids to electroorganic reaction have been tried. It has been reported that the reaction in supercritical fluids has an excellent mass transfer and high diffusion rate and is known as an environmentally friendly process. In this work, we have tried to study electrocarboxylation in supercritical CO2. The electroorganic synthesis of 1-naphthalenecarboxylic acid was performed using 1-chloronaphtalene as a reactant under the supercritical CO2 fluid. In addition, cyclic voltammogram for this reaction was measured. A newly designed high-pressure view-reactor was manufactured for this electroorganic synthesis. The experiment and the results of this reaction are discussed. |