61582-66-9Relevant academic research and scientific papers
An efficient one-pot synthesis of oxime ethers from alcohols using triphenylphosphine/carbon tetrachloride
Soltani Rad, Mohammad Navid,Khalafi-Nezhad, Ali,Karimitabar, Fatemeh,Behrouz, Somayeh
scheme or table, p. 1724 - 1730 (2010/07/08)
A convenient and efficient one-pot O-alkylation of oximes from alcohols using triphenylphosphine in carbon tetrachloride is described. In this method, treatment of alcohols with a mixture of triphenylphosphine, carbon tetrachloride, oxime, and DBU in the presence of catalytic amounts of tetrabutylammonium iodide in refluxing acetonitrile regioselectively furnishes the corresponding O-alkyl ethers in good yields. This methodology is highly efficient O-alkylation of oximes with various structurally diverse alcohols. Semiempirical quantum-mechanic calculations (AM1) for unsymmetrical oxime ethers, indicated a lower heat of formation for Z-isomers. Georg Thieme Verlag Stuttgart - New York.
