Improved Dimerization of Diethyl Acetonedicarboxylate Leading to Polyfunctionalized Phenol

Nagatoshi NISHIWAKI; Hajime YAGI; Takanobu SHINKAWA; Makoto MATSUMOTO; Mina TAMURA; Masahiro ARIGA

doi:10.5650/jos.54.461

Journal of Oleo Science

Online ISSN : 1347-3352
Print ISSN : 1345-8957
ISSN-L : 1345-8957

Chemistry & Organic Synthesis

Improved Dimerization of Diethyl Acetonedicarboxylate Leading to Polyfunctionalized Phenol

Nagatoshi NISHIWAKI, Hajime YAGI, Takanobu SHINKAWA, Makoto MATSUMOTO, Mina TAMURA, Masahiro ARIGA

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Keywords: dimerization, nitrophenol, dinitropyridone

JOURNAL FREE ACCESS

2005 Volume 54 Issue 8 Pages 461-464

DOI https://doi.org/10.5650/jos.54.461

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Abstract

When a pyridine solution of sodium enolate of diethyl acetonedicarboxylate was heated in the presence of p-nitrophenol, the dimerization readily proceeded under mild conditions to give polyfunctionalized phenol, ethyl {2,4-bis(ethoxycarbonyl)-3,5-dihydroxyphenyl}acetate, in moderate yield.

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