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Judul: Synthesis 3-benzo[1,3]dioxol-5-yl-propenal as a Precursor Asymmetric Curcumin Analogues from Kulit Lawang Oils
Penulis: Imanuel B.D. Kapelle, Tun T. Irawadi, Meika S. Rusli, Djumali Mangunwidjaja & Zainal A. Masud  || email: info@mx.unpatti.ac.id
Jurnal: Prosiding FMIPA 2015 Vol. 1 no. 1 - hal. 28-34 Tahun 2015  [ MIPA ]
Keywords:  Kulit lawang oils, synthesis, asymmetric curcumin analogues
Abstract: Asymmetric curcumin analogues as potential anticancer compounds. The purpose of this study was to synthesize intermediate product 3-benzo[1,3]dioxol-5-yl-propenal. Product 3- benzo[1,3]dioxol-5-yl-propenal as a precursor can be synthesized from the kulit lawang oil with several stages, among others; isolation safrole, isomerization, oxidation and condensation reactions. Isolation of safrole from kulit lawang oils performed using NaOH solution and purified using distillation fractionation pressure reduction produces 19.30% safrole are tested for purity by GCMS and for the identification of the structure is done by using FTIR and 1H-NMR. The safrole isomerization performed using KOH without solvent at a temperature of 120oC for 8 hours resulted isosafrol (91.53%) which consists of cis-isosafrol and trans-isosafrol. Oxidation isosafrol performed using KMnO4 in acidic conditions using a phase transfer catalyst tween 80 at a temperature of < 30oC and separation by silica gel resulted in 65.63% piperonal were tested with the GC and identification using FTIR and 1H- NMR. Product intermediates 3-Benzo[1,3]dioxol-5-yl-propenal obtained from the condensation reaction of piperonal with acetaldehyde under alkaline conditions has a 70.28% yield.
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