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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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