Electrogenerated base (EG base) induced hydroxymethylation of the side chain of nitroalkylbenzenes with paraformaldehyde

…, Y Murakami, H Tanaka, K Okamoto

Index: Torii, Sigeru; Murakami, Yasuo; Tanaka, Hideo; Okamoto, Koichi Journal of Organic Chemistry, 1986 , vol. 51, # 16 p. 3143 - 3147

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Citation Number: 14

Abstract

Hydroxymethylation of nitroalkylbenzenes with paraformaldehyde was accomplished by electrolysis in a (CH, O).-DMF-Et, NOTs-(Pt electrode) system. The reaction was found to be catalytic (0.25 faraday/mol) and dependent on the electroreduction of formaldehyde and/or nitroalkylbenzene. A variety of nitroalkylbenzenes were transformed to their corresponding mono-and/or bishydroxymethylated derivatives in good yield. The product yield and ...