ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

An efficient synthesis of N-tert-butyl amides by the reaction of tert-butyl benzoate with nitriles catalyzed by Zn(ClO₄)₂·6H₂O

Cheng-Liang Feng, Bin Yan, Min Zhang, Jun-Qing Chen, and Min Ji

Jiangsu College of Engineering and Technology, Nantong, People’s Republic of China

E-mail: fcl085620@163.com

Abstract: An efficient, mild and inexpensive synthesis of N-tert-butyl amides from the reaction of nitriles (aryl, benzyl and sec-alkyl nitriles) with tert-butyl benzoate catalyzed by the employment of 2 mol% Zn(ClO₄)₂·6H₂O at 50 °C under the solvent-free conditions is described. The reaction with aryl nitriles was carried out well and afforded the N-tert-butyl amides in 87–97% yields after 1 h. The benzyl and sec-alkyl nitriles also proceeded well and produced the N-tert-butyl amides in 83–91% yields after 5 h.

Keywords: Ritter reaction ; Tert-butyl benzoate ; Zn(ClO₄)₂·6H₂O ; Amides ; Solvent-free 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-018-0586-4

Chemical Papers 73 (2) 535–542 (2019)