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

Show Abstract | Download Original | Original Source | Check in Google Scholar | DOI: 10.30598/ijcr.2014.2-can

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.