THE SYNTHESIS OF CHALCONE USING ORTO-HYDROXYACETOPHENONE PRECURSOR IN 1-DECYL-3-METHYLIMIDAZOLIUM BROMIDE IONIC LIQUID MEDIUM UTILIZING MAOS (MICROWAVE-ASSISTED ORGANIC SYNTHESIS) METHOD

• Main Author: Silviya Auliawati, Prisma
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/47514
• Institution: Institut Teknologi Bandung

Chalcone is a class of flavonoid compounds from various types of natural products that have several biological activities, including antiinflammatory, antioxidant, antibacterial, antifungal, anticancer, antituberculosis, antitumor, and antimalaria. In this study, chalcon is synthesized in ionic liquid medium which supports the concept of green chemistry. Ionic liquid 1-decyl-3-methylimidazolium bromide ([DMIm]Br) has been successfully synthesized using 1-methylimidazole and 1-bromodecane precursors in microwave irradiation conditions at 50 ?C using irradiation power of 300 W for 60 minutes with a yield of 56.59%, which later is applied as reaction medium in the synthesis of chalcone derivatives. In this study, two chalcone derivatives have been successfully synthesized using ortho-hydroxyacetophenone precursor, namely 3-(2-hydroxyphenyl)-1-(2'-hydroxyphenyl)-2- propen-1-one (Chalcone 1) and 1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (Chalchone 2) with yields of 35.83% and 42%, respectively, along with melting points of 140- 142 ?C and 82-83 ?C, respectively. The synthesis of chalcone derivatives utilized microwave irradiation at 80 ?C using irradiation power of 300 W for 10 minutes in medium of ionic liquid 2% (w / v) [DMIm]Br. The structure confirmation of products was carried out using 1H-NMR and 13C-NMR spectroscopy.