The Open Materials Science Journal

2018, 12 : 58-67
Published online 2018 July 31. DOI: 10.2174/1874088X01812010058
Publisher ID: TOMSJ-12-58

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 and Truong Khoi Nguyen1

* 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.