N-Benzyl-2-phenylacetamide was used as a model for the study of the alkylation of N-substituted 2-phenylacetamides with benzyl chloride in the presence of powdered KOH. The reactions were carried out in the presence and absence of phase-transfer catalysts, in order to establish any possible difference in the reaction products. Various phase-transfer catalysts, solvents and temperatures were used. A comparative study with the benzylation reaction of other N-substituted-2-phenylacetamides is presented. The observed lower reactivity of N-benzyl-2-phenylacetamide in comparison with the reactivity of N-ethyl-2-phenylacetamide and N-phenyl-2-phenylacetamide can be explained in terms of steric and polar effects.
TY - JOUR
AU - Mijin, Dušan
AU - Božić, Biljana M.
AU - Janković, Vida D.
AU - Antonović, Dušan
AU - Stojanović, ND
AU - Petrović, Slobodan
PY - 1999
UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/236
AB - N-Benzyl-2-phenylacetamide was used as a model for the study of the alkylation of N-substituted 2-phenylacetamides with benzyl chloride in the presence of powdered KOH. The reactions were carried out in the presence and absence of phase-transfer catalysts, in order to establish any possible difference in the reaction products. Various phase-transfer catalysts, solvents and temperatures were used. A comparative study with the benzylation reaction of other N-substituted-2-phenylacetamides is presented. The observed lower reactivity of N-benzyl-2-phenylacetamide in comparison with the reactivity of N-ethyl-2-phenylacetamide and N-phenyl-2-phenylacetamide can be explained in terms of steric and polar effects.
PB - Serbian Chemical Society, Belgrade
T2 - Journal of the Serbian Chemical Society
T1 - Benzylation of N-benzyl-2-phenylacetamide
EP - 89
IS - 2
SP - 83
VL - 64
UR - https://hdl.handle.net/21.15107/rcub_technorep_236
ER -
@article{
author = "Mijin, Dušan and Božić, Biljana M. and Janković, Vida D. and Antonović, Dušan and Stojanović, ND and Petrović, Slobodan",
year = "1999",
abstract = "N-Benzyl-2-phenylacetamide was used as a model for the study of the alkylation of N-substituted 2-phenylacetamides with benzyl chloride in the presence of powdered KOH. The reactions were carried out in the presence and absence of phase-transfer catalysts, in order to establish any possible difference in the reaction products. Various phase-transfer catalysts, solvents and temperatures were used. A comparative study with the benzylation reaction of other N-substituted-2-phenylacetamides is presented. The observed lower reactivity of N-benzyl-2-phenylacetamide in comparison with the reactivity of N-ethyl-2-phenylacetamide and N-phenyl-2-phenylacetamide can be explained in terms of steric and polar effects.",
publisher = "Serbian Chemical Society, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Benzylation of N-benzyl-2-phenylacetamide",
pages = "89-83",
number = "2",
volume = "64",
url = "https://hdl.handle.net/21.15107/rcub_technorep_236"
}
Mijin, D., Božić, B. M., Janković, V. D., Antonović, D., Stojanović, N.,& Petrović, S.. (1999). Benzylation of N-benzyl-2-phenylacetamide. in Journal of the Serbian Chemical Society
Serbian Chemical Society, Belgrade., 64(2), 83-89.
https://hdl.handle.net/21.15107/rcub_technorep_236
Mijin D, Božić BM, Janković VD, Antonović D, Stojanović N, Petrović S. Benzylation of N-benzyl-2-phenylacetamide. in Journal of the Serbian Chemical Society. 1999;64(2):83-89.
https://hdl.handle.net/21.15107/rcub_technorep_236 .
Mijin, Dušan, Božić, Biljana M., Janković, Vida D., Antonović, Dušan, Stojanović, ND, Petrović, Slobodan, "Benzylation of N-benzyl-2-phenylacetamide" in Journal of the Serbian Chemical Society, 64, no. 2 (1999):83-89,
https://hdl.handle.net/21.15107/rcub_technorep_236 .
