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

Nguyen To Hoai, T. Ngoc, N. Nam, T. T. Thuy, C. Trang, N. D. Hai, T. K. Nguyen
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引用次数: 3

Abstract

Cinnamic acid and its derivatives have a 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 of 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.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.
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β-丙氨酸对制备4-乙氧基肉桂酸的影响
肉桂酸及其衍生物在许多不同的领域有许多潜在的应用,如制药、有机“构建块”和腐蚀抑制剂。众所周知,Verley-Doebner修饰是制备肉桂酸衍生物的一种高效方法,特别是在芳香环对位上含有给电子取代基的化合物。本文以吡啶为催化剂和溶剂,采用Verley-Doebner反应合成了4-乙氧基肉桂酸。采用高效液相色谱法研究了β-丙氨酸浓度对原料4-乙氧基苯甲醛转化的影响。结果表明,当β-丙氨酸用量为8%时,4-乙氧基苯甲醛可100%转化为4-乙氧基肉桂酸。用傅里叶变换红外光谱、拉曼光谱、气相色谱-质谱等方法对合成的4-乙氧基肉桂酸进行了结构表征。肉桂酸及其衍生物在许多不同的领域有许多潜在的应用,如制药、有机“构建块”和腐蚀抑制剂。众所周知,Verley-Doebner修饰是制备肉桂酸衍生物的一种高效方法,特别是在芳香环对位上含有给电子取代基的化合物。本文以吡啶为催化剂和溶剂,采用Verley-Doebner反应合成了4-乙氧基肉桂酸。采用高效液相色谱法研究了β-丙氨酸浓度对原料4-乙氧基苯甲醛转化的影响。结果表明,当β-丙氨酸用量为8%时,4-乙氧基苯甲醛可100%转化为4-乙氧基肉桂酸。用傅里叶变换红外光谱、拉曼光谱、气相色谱-质谱等方法对合成的4-乙氧基肉桂酸进行了结构表征。
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