Synthesis of Ionophore from p-t-Butyl-(carboxymethoxy)calix[4]arene Substituted Amide

Nasriadi Dali (Department of Chemistry FMIPA UHO Kendari)
Seniwati Dali (Hasanudin University)
Armadi Chairunnas (University of Nahdlatul 'Ulama Sulawesi Tenggara)
Hilda Ayu Melvi Amalia (IAIN Kendari)
Sri Ayu Andini Puspitasari (Halu Oleo University)

Molekul: Jurnal Ilmiah Kimia
Vol 18 No 1 (2023)

The ionophore has been successfully synthesized from p-t-butyl(carboxymethoxy)calix[4]arene subtituted amide. The ionophore was obtained in two steps of the synthesis reaction. The first step is the chlorination reaction of p-t-butyl(carboxymethoxy)calix[4]arene with thionyl chloride in dry benzene solvent. The product of the chlorination reaction is p-t-butyl(chloroacetylmethoxy)calix[4]arene in the form of the light brown viscous liquid with the rendemen of 78.25% and TLC (SiO2, CH3OH : CH2Cl2 = 1 : 1 v/v, Rf = 0.65). The second step is the amidation reaction of p-t-butyl(chloroacetylmethoxy) calix[4]arene with dimethylamine in dry tetrahydrofuran solvent. The product of the amidation reaction is p-t-butyl(dimethylcarbamoylmethoxy)-calix[4]arene or the DIMECAC4ND3 ionophore in the form of white solid with the rendemen of 60.75%, a melting point of 277-279 °C, and TLC (SiO2, CH3OH : CH2Cl2 = 1 : 1 v/v, Rf = 0.82).