RESEARCH ARTICLE


Effect oF β-Alanine on The Preparation of 4-Ethoxy-Cinnamic Acid



N. T. Hoai1, *, Tran Thi Yen Ngoc1, Nguyen Dang Nam2, Tran Thu Thuy1, Cao Thi Thu Trang1, Nguyen Duy Hai1, Truong Khoi Nguyen1
1 Petroleum Department, PetroVietnam University, Long Toan Ward, Ba Ria‒Vung Tau, Vietnam
2 Institute for Basic and Applied Research, Duy Tan University, Ho Chi Minh City 700000, Vietnam


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© 2018 Ngoc et al.

open-access license: This is an open access article distributed under the terms of the Creative Commons Attribution 4.0 International Public License (CC-BY 4.0), a copy of which is available at: (https://creativecommons.org/licenses/by/4.0/legalcode). This license permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.

* Address for correspondence to this auther at the Petroleum Department, PetroVietnam University, Long Toan Ward, Ba Ria‒Vung Tau, Vietnam; E-mail: hoaito@pvu.edu.vn


Abstract

Objective:

Cinnamic acid and its derivatives have a numerous potential applications in many different fields such as pharmacy, organic “building blocks”, and corrosion inhibitors.

Method:

It is well-known that Verley-Doebner modification is a high efficient method for the preparation of cinnamic acid derivaties, especially with the compounds containing electron-donating subtituents at para position in aromatic ring. In this paper, 4-ethoxy-cinnamic acid was synthesized according to Verley-Doebner reaction with the use of pyrine acting as catalyst and solvent. The effect of the β-alanine concentration on the conversion of the starting material of 4-ethoxy-benzaldehyde was thoroughly investigated using high performance liquid chromatography. The results showed that consuming of 8% of β-alanine would convert 100% of 4-ethoxy-benzaldehyde to 4-ethoxy-cinnamic acid.

Result:

The structure of the obtained 4-ethoxy-cinnamic acid was also confirmed using Fourier transform infrared spectroscopy, Raman spectroscopy, and Gas chromatography-Mass spectroscopy.

Cinnamic acid and its derivatives have numerous potential applications in many different fields such as pharmacy, organic “building blocks”, and corrosion inhibitors. It is well-known that Verley-Doebner modification is a high efficient method for the preparation of cinnamic acid derivaties, especially with the compounds containing electron-donating subtituents at para position in aromatic ring. In this paper, 4-ethoxy-cinnamic acid was synthesized according to Verley-Doebner reaction with the use of pyrine acting as catalyst and solvent. The effect of the β-alanine concentration on the conversion of the starting material of 4-ethoxy-benzaldehyde was thoroughly investigated using high performance liquid chromatography. The results showed that consuming 8% of β-alanine would convert 100% of 4-ethoxy-benzaldehyde to 4-ethoxy-cinnamic acid. The structure of the obtained 4-ethoxy-cinnamic acid was also confirmed using Fourier transform infrared spectroscopy, Raman spectroscopy, and Gas chromatography-Mass spectroscopy.

Keywords: 4-Ethoxy-cinnamic acid, Verley-Doedner modification, Corrosion inhibitor, Cinnamic acid, β-Alanine, Raman spectroscopy.