Synthesis Of 1-phenyl-4-(3’, 4’-dimethoxy phenyl)-1-Buten-3-on From Eugenol

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 met...

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Bibliographic Details
Main Authors: Candra Y. Tahya, Hanoch J. Sohilait, Serly J. Sekewael
Format: Article
Language:English
Published: Department of Chemistry, Pattimura University 2014-07-01
Series:Indonesian Journal of Chemical Research
Subjects:
Online Access:https://ojs3.unpatti.ac.id/index.php/ijcr/article/view/83
Description
Summary: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.
ISSN:2338-5359
2614-2627