Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters

doi:10.11944/j.issn.1000-0518.2019.01.180092

Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (1): 10-15.DOI: 10.11944/j.issn.1000-0518.2019.01.180092

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Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters

ZHOU Liwang,ZHAO Zhouxing

School of Chemical Engineering,Qinghai University,Xining 810016,China

Received:2018-03-30 Accepted:2018-06-15 Published:2019-01-01 Online:2019-01-04
Contact: ZHAO Zhouxing
Supported by:
Supported by the 2016 Specialized Core Course Construction Project of Qinghai University(No.2016ZYHXKC09)

Abstract

Abstract:

Aryl formic acid cyano aryl methyl esters are important organic synthesis intermediate presently obtained from highly toxic cyanide. In this study, K₄[Fe(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.

Key words: aryl formic acid cyano aryl methyl esters, potassium hexacyanoferrate(Ⅱ);, acyanide reaction, green synthesis

ZHOU Liwang, ZHAO Zhouxing. Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters[J]. Chinese Journal of Applied Chemistry, 2019, 36(1): 10-15.

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Synthesis of Aryl Formic Acid Cyano Aryl Methyl Esters

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