Methoxy-substituted and N-methylated benzylamines were reduced to their 1,4-dihydro derivatives using the electrochemical Benkeser reduction. N,N-dimethyl-veratrylamine decomposed during the reduction. The differences in current efficiencies can be explained by differences in the stabilization of the radical anions and by differences in protonation rates. Rotating ring-disk electrode (RRDE) experiments showed that in the reduction of benzylamines, the first protonation can be achieved either intramolecularly or intermolecularly.