Pemanfaatan Iradiasi Gelombang Mikro pada Sintesis Metil orto-Metoksisinamat

Abstract

This study aimed to synthesize methyl ortho-methoxycinnamate (MOMS), which in silico proven to have the potency to combat cardiovascular diseases, such as antiplatelet. The synthesis was conducted by using ortho-hydroxycinnamic acid (AOHS) was used as starting material assisted by microwave irradiation. In addition, this research also purposes to obtain the TLC profiles during the synthesis reaction process at the three microwave irradiation power (120, 280, and 400 Watt). The reaction used is methylation reaction on the carboxylic acid and phenolic moieties of AOHS with dimethyl sulfate as a methylating agent. The reaction condition was adjusted under an alkaline condition using K2 CO3 and using acetone as solvent. The sampling in the synthesis reaction was carried out every 30 seconds on each power and was evaluated by thin-layer chromatography until the reaction was complete. The results showed that the completion reactions were faster with increasing the power of microwave irradiation. The yield of this method is 72%. Based on the analysis structure of the compound using UV-vis and FT-IR spectrophotometer, 1 HNMR and 13 CNMR spectrometer, it was showed that the synthesis reaction of MOMS can be carried out through microwave irradiation. This is due to the presence of polar moieties on AOHS that can absorb that microwave irradiation and convert it to the heat of reaction. The higher the power used in the AOHS methylating reaction, the faster the time needed to complete the reaction. So it could be concluded that this synthesis method succeeded in producing the target compound, namely methyl orthomethoxycinnamate, and on the highest power which was used, the smallest of reaction time achieved.