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Journal of the Serbian Chemical Society 2002 Volume 67, Issue 6, Pages: 373-379
https://doi.org/10.2298/JSC0206373J
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Alkylation of N-substituted 2-phenylacetamides: Benzylation of N-(4-nitrophenyl)-2-phenylacetamide

Janković Vida D. (Faculty of Technology and Metallurgy, Belgrade)
Mijin Dušan Ž. ORCID iD icon (Faculty of Technology and Metallurgy, Belgrade)
Petrović Slobodan D. (Hemofarm Group, Vršac)

N-(4-Nitrophenyl)-2-phenylacetamide was alkylated with benzyl chloride in the presence of powdered potassium hydroxide at different temperatures and in various solvents in order to establish the reactivity and orientation in the reaction. The reactions were also carried out in the presence of different phase-transfer catalysts in toluene. Product formation was followed by GC. The obtained results were compared to the results of the benzylation of other N-substituted 2-phenylacetamides, especially of N-phenyl-2-phenylacetamide.

Keywords: alkylation, benzylation, 2-phenylacetamides, phase-transfer catalysis.