Synthesis of 4-Hydroxy-2-Methylchalcone from meta-Cresol Formilation Product and Its Activities as an Antibacteria

• Main Authors: Ismiyarto Ismiyarto, Suyanti Suyanti, Ngadiwiyana Ngadiwiyana, Purbowatiningrum Ria Sarjono, Nor Basid Adiwibawa Prasetya
• Format: Article
• Language: English
• Published: Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University 2018-10-01
• Series: Jurnal Kimia Sains dan Aplikasi
• Subjects: claisen-schmidt; chalcone; reimer-tiemann; antibacterial
• Online Access: https://ejournal.undip.ac.id/index.php/ksa/article/view/19973

Research on the synthesis of 4-hydroxy-2-methylchalcone from 4-hidroksi-2-metilbenzaldehida as formilated meta-cresol product and its antibacterial activity test has been conducted. As the first step, synthesis of 4-hydroxy-2-methylbenzaldehyde was carried out by treatment meta-cresol with chloroform through the Reimer-Tiemann formylation. Product is a brown solid with 23.94% yields. Furthermore, the 4-hydroxy-2-methylchalcone was synthesized using the 4-hydroxy-2-methylbenzaldehyde and acetophenone through the Claisen-Schmidt reaction. The product is a brownish yellow solid with 29.74% yields. Antibacterial test against Escherichia coli and Staphylococcus aureus bacteria was carried out by comparing the activity of 4-hydroxy-2-methylchalcone with 4-hydroxy-3-methoxychalcone, and chalcone compounds. The antibacterial activity test showed that the 4-hydroxy-2-methylchalcone compound, 4-hydroxy-3-methoxychalcone, and chalcone compounds gave a better antibacterial activity against Escherichia coli than the Staphylococcus aureus.