THE SYNTHESIS OF ASPIRIN IN IONIC LIQUID 1-DODECYL-3-METHYLIMIDAZOLIUM BROMIDE AS MEDIUM UTILIZING MAOS (MICROWAVE ASSISTED ORGANIC SYNTHESIS) METHOD

• Main Author: Diandra Putra, Airlangga
• Format: Final Project
• Language: Indonesia
• Subjects: Kimia
• Online Access: https://digilib.itb.ac.id/gdl/view/35973
• Institution: Institut Teknologi Bandung

Acetylsalicylic acid, or commonly known as aspirin, is an organic compound widely used as an analgesic, anti-inflammatory, antipyretic, antiplatelet, and cyclooxygenation inhibitor. Aspirin consumption in the world is estimated to reach 44,000 tons annually; therefore the efforts to synthesize aspirin utilizing more effective and efficient methods continue to be developed. Aspirin is a group of ester compounds formed from the esterification process of phenol derivatives. In this study aspirin synthesis was carried out in ionic liquid medium utilizing the MAOS (Microwave-Assisted Organic Synthesis) method. The ionic liquid used as medium is 1-dodecyl-3-methylimidazolium bromide ([DDMlm] Br). This ionic liquid was previously synthesized from 1-methylimidazole and 1-bromododecane using the MAOS method at 50 °C with a 300 W irradiation power for 60 minutes resulting product in a yield of 41.24%. The synthesis of aspirin was carried out by reacting salicylic acid and acetic anhydride with a mole ratio of 1: 3 in the ionic liquid [DDMim]Br as medium (2.9% to the mass of salicylic acid) utilizing the MAOS method at 70 °C with 300 W irradiation power for 1 minute. Purification was carried out utilizing column chromatography yielding 75.45% of pure product with melting point of 136-137 °C. The confirmation ofthe aspirin structure has been proven based on IR, 1 H­ NMR (500 MHz, CDCh), and 13C-NMR (125 MHz, CDCh) spectroscopic data.