Abstract
This laboratory has previously reported a high yield synthesis of 3-amino-4-hydroxybenzoic acid via electrochemical reduction of the corresponding nitroaromatic in basic medium at a copper cathode. The scope of reaction in basic medium, the effects of cathode material, and several electrochemical parameters have been investigated and a mechanistic hypothesis is proposed. We report here that certain classes of ortho/para-substituted nitroaromatics give good yields of the corresponding anilines in base, especially when reduced at copper. High current densities (>>20 mA/cm{sup 2}) can be utilized to make this a practical synthetic procedure for consideration as more than a laboratory curiosity.
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