ChemInform Abstract: Chemistry of Nitro Ethers. Part 21. Synthesis of Some Olefins from Nitrates.

Abstract

Chemistry of Nitro Ethers. Part 21. Synthesis of Some Olefins from Nitrates.-Base-mediated denitration of aromatic, heteroaromatic and aliphatic ethyl nitrates (I), (VIII), (X) and (XII) affords the corresponding olefins (II), (IX), (XI) and (XIII), resp., in good yields. In contrast, dibutylamine as well as pyridine do not promote HNO 3 elimination but undergo quaternization to furnish ammonium nitrates (V) and (VII), respectively. Additionally, acrylonitrile derived from cyanoethyl nitrate (XII) subsequently undergoes addition reaction in the presence of alcohols.-(KOCHERGIN, P. M.; BLINOVA, L. S.; KARPOV, G. A.; MIKHAILOVA, I. S.; ALEKSANDROVA, E. V.; KOROL', O. V.; Khim.-Farm. Zh. 33 (1999) 1, 40-43; Tsentr khim. lek. sredstv-Vseross. nauchno-issled. khim.-farm. inst., Moskva 119815, Russia; RU)