Alkylation of N-substituted 2-phenylacetamides: Benzylation of N-(4-nitrophenyl)-2-phenylacetamide

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 differ...

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Bibliographic Details
Published in:Journal of the Serbian Chemical Society 2002, Vol.67 (6), p.373-379
Main Authors: Jankovic, Vida, Mijin, Dusan, Petrovic, Slobodan
Format: Article
Language:English
Subjects:
2-phenylacetamides
alkylation
benzylation
phase-transfer catalysis
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Summary: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. N-(4-Nitrofenil)-2-fenilacetamid je alkilovan benzil-hloridom u razlicitim rastvarac ima u prisustvu sprasenog kalijum-hidroksida na razlicitim temperaturama. Reakcije su izvodjene u prisustvu razlicitih medjufaznih katalizatora kao i bez katalizatora u cilju ispitivanja uticaja reakcionih uslova na reaktivnost i orijentaciju reakcije alkilovanja ispitivanog jedinjenja.
ISSN:0352-5139
1820-7421
DOI:10.2298/JSC0206373J