超声波法制备2-氟丙酸
The Preparation of 2-Fluorine Propionic Acid by Ultrasound Method

作者: 舒 浪 , 田崎峰 :武汉工程大学化工与制药学院,武汉; 邵开元 , 胡文祥 :北京神剑天军医学科学院,北京; 刘 明 :首都师范大学生命科学学院,北京;

关键词: 2-氟丙酸超声波氟化反应重氮化2-Fluoro Propionic Acid Ultrasonic Fluoridation Diazotization

摘要:
在许多药物中,含氟类化合物,具有极强的生理活性。α-氟代丙酸是一种手性小分子有机脂肪酸,由于它有一个手性碳,所以在合成应用和某些药物结构修饰中有着重要的意义。本文主要采用了重氮化氟化法和卤化物氟取代法,对α-氟代丙酸的合成进行了研究。重氮化氟化法是一种经典的氟化反应法。然而,应用该方法合成2-氟丙酸转化率较低,文献报道仅有14%。而使用氟化物(如氟化钾)在超声波的条件下直接氟化,其转化率相比重氮化氟化方法大为提高。

Abstract: In many drugs, fluorochemicals have a strong physiological activity. α-fluorine propionic acid is a small chiral organic molecule; since it has an asymmetric carbon, it has an important significance in application of organic synthesis and some drugs’ structural modification. In this paper, the syn-thesis of 2-fluorine propionic acid was studied, using fluorinated diazotization method and halogen fluorination method. It is a classic method of diazotization for fluorination. However, the reaction transformation rate is low when the method is applied to the synthesis of 2-fluorine propionic acid, which is only 14% in literatures. And the reaction transformation rate may be greatly improved by using fluoride (such as potassium fluoride) under ultrasonic condition compared with fluorinated diazotization method.

文章引用: 舒 浪 , 田崎峰 , 邵开元 , 刘 明 , 胡文祥 (2014) 超声波法制备2-氟丙酸。 有机化学研究, 2, 43-46. doi: 10.12677/JOCR.2014.24007

参考文献

[1] Banks, J.W. and O’Hagan, D. (2000) The enzymatic resolution of an α-fluoroamide by an acylase. Journal of Fluorine Chemistry, 102, 235-238.

[2] Olivier, B. and Michael, D. (2014) Method for preparing a fluorinated organic compound. US Patent No. 2014148603 (A1).

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