Electrolytic methoxylation of halognofurans |
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Authors: | G P Sokolov S A Giller |
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Institution: | (1) Institute of Organic Synthesis AS Latvian SSR, Riga |
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Abstract: | -Halogenofurans are electrolytically methoxylated in two ways in the presence of sulfuric acid electrolyte, methoxyl groups either adding at the 2 and 5 positions in the furan ring or replacing a ring halogen atom. The following are methoxylated: 2-bromo-, 2-iodofuran, 5-chloro-, 5-bromo-, and 5-iodofurfural, ethyl 5-bromopyromucate. Derivatives of 2, 2, 5-trimethoxy-2, 5-dihydrofuran are prepared, giving on hydrolysis -aldehydo- and -ketoacrylic acids.Total anode polarization graphs are obtained in order to study the electrolytic methoxylation reaction mechanism.Furfural and 2-acetylfuran methoxylate, but only after first undergoing conversion to the dimethylacetal 1, 2].Electrolytic methoxylation of furan derivatives using sulfuric acid as electrolyte was first applied to methoxylation of a pyromucic ester, which, as referred to above, is not methylated using ammonium bromide. |
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