Open AccessSynthesis of the BEAC4ND4 Ionophore from p-t-Butylcalix[4]arene Carboxylic Acid
Author(s) -
Nasriadi Dali,
Arniah Dali,
Seniwati Dali,
Hilda Ayu Melvi Amalia
Publication year - 2020
Publication title -
jurnal kimia sains dan aplikasi/jurnal kimia sains dan aplikasi
Language(s) - English
Resource type - Journals
eISSN - 2597-9914
pISSN - 1410-8917
DOI - 10.14710/jksa.23.12.424-431
Subject(s) - thionyl chloride , chemistry , ionophore , tetrahydrofuran , yield (engineering) , chloride , solvent , medicinal chemistry , carboxylic acid , calixarene , melting point , cyclophane , benzene , benzoyl chloride , organic chemistry , calcium , crystal structure , molecule , materials science , metallurgy
The BEAC4ND4 ionophore has been successfully synthesized from p-t-butylcalix[4]arene carboxylic acid. The BEAC4ND4 ionophore was obtained in two steps of the synthesis reaction. The first step is the chlorination reaction of p-t-butylcalix[4]arene carboxylic acid with thionyl chloride in dry benzene solvent. The chlorination reaction product is p-t-butylcalix[4]arene acyl chloride in the form of the light brown viscous liquid with a yield of 78.25% and TLC (SiO2, CH3OH: CH2Cl2 = 1: 1 v/v, Rf = 0.65). The second step is the amidation reaction of ethyl 2-aminoacetate with p-t-butylcalix[4]arene acyl chloride in dry tetrahydrofuran solvent. The product of the amidation reaction is p-t-butylcalix[4]arene ethylesteramide or the BEAC4ND4 ionophore in the form of a white solid with the yield of 75.22%, a melting point of 314-316°C, and TLC (SiO2, CH3OH: CH2Cl2 = 1: 1 v/v, Rf = 0.75).