The Influence of Nitro Group on Synthesis of (E) 1-(4-Methoxyphenyl)-3-phenylprop-2-en-1-on Derivatives via Claisen-Schmidt Condensation

Tutuk Budiati

Abstract

The aim of this research was to compare the synthesis of chalcone derivatives via Claisen-Schmidt condensation reaction between 4-methoxyacetophenone (1) with nitro-substituted benzaldehydes (2a-c) by conventional method and microwave irradiation assistance. The synthesized compounds were analyzed using TLC, melting point, IR and 1H-NMR spectroscopy. The yield obtained of 4-methoxychalcone (4a) by conventional method and microwave irradiation assistance were 84% and 53% respectively. The reaction between 4-methoxyacetophenone and 4-nitroor 2-nitro-benzaldehyde by conventional method formed 3-hydroxy-1-(4-methoxyphenyl)-3-(4-nitro-phenyl)propan- 1-one (3b) and 3-hydroxy-1-(4-methoxyphenyl)-3-(2-nitrophenyl)propan-1-one (3c); the yield were 82% and 59% respectively. The presence of nitro substituent at para and ortho position on benzaldehyde caused chalcone derivative compound had not been formed yet.