N,N-二置換ホルムアミド,N-置換ラクタムおよび N-置換環状イミドの電解ベンゾイルオキシ化

The electrolytic benzoxylation of N, N-disubstituted formamides, N-methyllactams, and cyclic N-methyl imides with benzoic acid has been studiedi with N, N-disubstituted formamides, the current efficiency for the formation of ester-amides decreased as bulkiness of the substituent increased. The steric effect of N-alkyl groups was conspicuous. ln the case of N-methylformanilide, electrolytic benzoxylation did not occur, and this fact might be due probably to the presence of ev-phenyl group to nitrogen atom. Electrolysis of formamides of eyclic amine and N-methyllactams at low current density gave ester-amides in high current effciency. In the electrolytic benzoxylatien of N-methylsuccinimide the correponding ester-amide was produced in very low yield, and the reaction did not occur at all in the case of N-methylphthalimide. Ester-amides had a benzoylexy group substituted at α -position to nitrogen atom. ln the case of N-methyllactams and cyclic N-methyl imides substitution occurred at N-methyl group. This fact shows that the benzoyloxy group does not attack the methylene group in a ring.