An efficient nitration of light alkanes and the alkyl side-chain of aromatic compounds with nitrogen dioxide and nitric acid catalyzed by N-hydroxyphthalimide

Y Nishiwaki, S Sakaguchi, Y Ishii

Index: Nishiwaki, Yoshiki; Sakaguchi, Satoshi; Ishii, Yasutaka Journal of Organic Chemistry, 2002 , vol. 67, # 16 p. 5663 - 5668

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Citation Number: 50

Abstract

Nitration of light alkanes and the alkyl side-chain of aromatic compounds with NO2 and HNO3 was successfully achieved by the use of N-hydroxyphthalimide (NHPI) as a catalyst under relatively mild conditions. For example, the nitration of propane with NO2 catalyzed by NHPI at 100° C for 14 h gave 2-nitropropane in good yield without formation of 1- nitropropane and cleaved products such as nitroethane and nitromethane. Various ...