Total Synthesis and High Performance Liquid Chromatography Analysis of Phenylethanolamine A

doi:10.1007/s40242-017-6451-0

Chemical Research in Chinese Universities ›› 2017, Vol. 33 ›› Issue (4): 598-602.doi: 10.1007/s40242-017-6451-0

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Total Synthesis and High Performance Liquid Chromatography Analysis of Phenylethanolamine A

WANG Tongtong^1,2, SONG Yinqing^1,2, WANG Min^1,2, TANG Xiaoyan^1,2, ZHOU Jian^1,2, YANG Mengrui^1,2

1. Institute of Quality Standard and Testing Technology for Agro-products, Chinese Academy of Agricultural Sciences, Beijing 100081, P. R. China;
2. Key Laboratory of Agro-food Safety and Quality, Ministry of Agriculture, Beijing 100081, P. R. China

Received:2016-11-10 Revised:2016-12-20 Online:2017-08-01 Published:2017-04-05
Contact: WANG Min E-mail:wangmincaas@126.com
Supported by:
Supported by the Innovation Workshop Project of Chinese Academy of Agricultural Sciences and the Special Fund for Agroscientific Research，Ministry of Agriculture of China（No.GJFP201501503）.

Abstract

Abstract:

A simple, effective and reliable synthetic method was developed to construct beta-agon phenylethanolamine A(PEAA) in good yield with 4-nitrobenzyl bromide as the starting material, which underwent S_N2 reaction with ethyl acetoacetate, followed by hydrolysis with concentrated HCl and amination by Leukart reaction to furnish 4-(4-nitrophenyl)butan-2-amine(A). A one-pot reaction was studied to construct PEAA skeleton and reduced carbonyl with KBH₄, the conditions were optimized, including reaction temperature, reaction time, solvent and the molar ratio of 2-bromo-1-(4-methoxyphenyl)ethanone(B) to A. Meanwhile, a reliable and practical high performance liquid chromography(HPLC) method with UV detector was developed after screening wavelength, chromatographic column and optimization of mobile phase. The optimal conditions of detecting PEAA were water(0.1% formic acid and 0.1% triethylamine)-methanol(volume ratio 44:56) at 278 nm with plus-C₁₈ column. The above synthetic method would be used to synthesize standard reference materials and advance extensive application of analytical method. In order to ensure food safety and safeguard human health, the analytical method might be used as a standard method in detection and supervision of PEAA.

Key words: Veterinary drug, Phenylethanolamine A, High performance liquid chromography(HPLC)

WANG Tongtong, SONG Yinqing, WANG Min, TANG Xiaoyan, ZHOU Jian, YANG Mengrui. Total Synthesis and High Performance Liquid Chromatography Analysis of Phenylethanolamine A[J]. Chemical Research in Chinese Universities, 2017, 33(4): 598-602.

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Total Synthesis and High Performance Liquid Chromatography Analysis of Phenylethanolamine A

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