The Synthesis of Methyl Cinnamate Utilizing MAOS (Microwave Assisted Organic Synthesis) Method Using Ionic Liquid (1-Decyl-3-Methylimidazolium Bromide) as Co-Catalyst

• Main Author: Katwari Wahiddar, Hajjar
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/38031
• Institution: Institut Teknologi Bandung

Methyl cinnamate is naturally contained in “Laja Gowah” (Alpinia malaccensis Rosc.), basil, Narcissusjonquilla L., and “temu kunci” (Boesenbergia rotunda (L.) Mansf.syn., Curcuma rotunda L., B. pandurata (Roxb.)Schlechter, Kaempferia pandurata Roxb.). Methyl cinnamate is widely used in various industries, especially in food industry for baverage and pastry because it has characteristic of strawberry flavour and fragrance. Methyl cinnamate can be isolated from nature, however the process is tedious and needs prolonged time. Therefore it is necessary to synthesis methyl cinnamate to decrease the period of time in producing methyl cinnamate as well as to increase its chemical yields. In this study, methyl cinnamate was synthesized using MAOS (Microwave Assisted Organic Synthesis) method via acid catalysis Fischer esterification reaction in the presence of ionic liquid 1-decyl-3- imidazolium bromide as co-catalyst. Ionic liquid 1-decyl-3-imidazolium bromidewas synthesized by reacting 1-methylimidazole and 1-bromodecane at 50 °C with microwave irradiation power of 300 watt for 21 minutes. The synthesized ionic liquid 1-decyl-3- methylimidazolium bromide was obtained as yellowish viscous liquid and 84.13% in yields. Methyl cinnamate was synthesized by reacting cinnamic acid with methanol using 0.1 mL of sulfuric acid catalyst and 1-decyl-3-imidazolium bromide as co-catalyst with microwave irradiation power of 300 watts for 20 minutes. The optimum yields of the synthesized methyl cinnamate is 87.00% that was obtained at a reaction temperature of 120 ° C with microwave irradiation power of 300 watts. The results of the synthesis were supported by FTIR spectra data (KBr pellet), LCMS-ESI Pos Ion data (in CH3OH), 1H-NMR and 13C- NMR spectra data (in CDCl3) which confirmed that the ionic liquid 1-decyl-3-imidazolium bromide and methyl cinnamate have been successfully synthesized.