Synthesis of New Curcumin Analogues from Kulit Lawang Oils Using the Conventional Method and Microwave

Abstract

Kulit lawang oils are essential oils that are widely available in the Moluccas and oil major component contain eugenol and safrole. Safrole can be converted into value-added products that curcumin analogues. The purpose of this research is to synthesize new compounds curcumin analogues from kulit lawang oils. The steps being taken is isolation safrole, safrole isomerization and oxidation isosafrole produce piperonal. The method synthesis curcumin analogues with piperonal precursor with two methods: conventional and microwave. Results safrole isolation from skin oils mace using alkaline extraction method for 5 hours yield 19.30% were is characterized by GCMS, FTIR and 1H-NMR. Isosafrole proceeds reaction isomerization safrole without the use of solvents for 6 hours at a temperature of 120 ° C obtained yield 77.56% with two products cis-isosafrole (15.4%) and trans-isosafrole (69.34%) were characterized by GC, FTIR and 1H-NMR. Precursors piperonal which was resulting obtained from the oxidation reaction isosafrol using KMnO4 at temperature < 30 °C obtained yield 65.63% were characterized by GCMS, FTIR and 1H-NMR. Results synthesis curcumin analogues (1,5-Bis-benzo [1,3] dioxol-5-yl-penta-1,4-dien-3-one) in the conventional method using 10% NaOH catalyst for 3 hours at a temperature of 25 °C be obtained yield 78.43% and synthesized using microwave at 140 watts for 2 minutes obtained yield 53.3%.