芳甲酸氰基芳甲酯的合成

芳甲酸氰基芳甲酯是重要的有机合成中间体,其现有合成方法采用剧毒氰化物为氰源来合成。本研究以K_4Fe(CN)_6]为绿色氰化试剂,芳酰氯为原料,采用一锅两步反应合成芳甲酸氰基芳甲酯。通过改变第二步反应温度、反应时间、硼氢化钠和催化剂的用量获得最佳反应条件,以61. 7%～80. 3%的产率合成了10种芳甲酸氰基芳甲酯(2a～2j),产物结构通过傅里叶变换红外光谱仪(FTIR)、核磁共振波谱仪(NMR)分析确认。根据实验结果,提出了可能的反应机理。该法避免了对剧毒氰化剂的使用,具有产率高、操作简单、后处理方便等优点。

Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters

Aryl formic acid cyano aryl methyl esters are important organic synthesis intermediate presently obtained from highly toxic cyanide. In this study, K₄Fe(CN)₆] as a green cyanide source combined with acyl chlorine was used to synthesize this type of cyanohydrin ester in a one pot two-steps reaction. Optimized reaction condition was obtained by changing the temperature in second step, the reaction time, the dosages of sodium borohydride and the catalysts,Ten aryl formic acid cyano aryl methyl esters(2a~2j) were synthesized in 61.7%~80.3% yield. Their structures were confirmed by Fourier transform infrared spectrometer(FTIR) and nuclear magnetic resonance spectrometer(NMR). A possible reaction mechanism was also proposed. This method avoids the use of highly toxic cyanide, and benefits from high yield, simple operation, and convenient post-processing.