Candra Y. Tahya
Department of Chemistry, Faculty of Mathematics and Natural Science, University of Pattimura-Indonesia

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Synthesis Of 1-phenyl-4-(3’, 4’-dimethoxy phenyl)-1-Buten-3-on From Eugenol Candra Y. Tahya; Hanoch J. Sohilait; Serly J. Sekewael
Indonesian Journal of Chemical Research Vol 2 No 1 (2014): Edisi Bulan Juli (Edition For July)
Publisher : Jurusan Kimia, Fakultas Matematika dan Ilmu Pengetahuan Alam, Universitas Pattimura

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Abstract

The synthesis of 1-phenyl-4-(3’, 4’-dimethoxy phenyl)-1-buten-3-one from eugenol has been done through four reaction steps. The metilation of eugenol with dimethyl sulphate yields 81.81% of methyl eugenol. Oxymercuration-demercuration of methyl eugenol with mercury acetate yields 67.27% of methyl eugenyl alcohol. Oxidation of methyl eugenyl alcohol with pyridinium chloro chromate (PCC) yields 45.31% of methyl eugenyl ketone. Aldol condensation reaction of methyl eugenyl ketone with benzaldehide catalyzed by potasium hydroxyde yields 7.38% of 1-phenyl4-(3’,4’-dimethoxyphenyl)-1-buten-3-one. The purity of compounds was tested by GC and LC. The Elucidation of structure was analyzed by FTIR, GC-MS, LC-ESI-MS, and H-NMR.