Vol.2, No 2, 2000 pp. 109 - 113
UDC 547-327
CONFORMATION OF N-SUBSTITUTED 2-PHENYLBUTANAMIDES
Dušan Ž. Mijin, Biljana M. Božić, Slobodan D. Petrović
Department of Organic Chemistry, Faculty of Technology and Metallurgy,
University of Belgrade, Karnegijeva 4, P.O. Box 3503, 11001 Belgrade,
Yugoslavia
Abstract. Various N-substituted 2-phenylbutanamides, CH3CH2CH(Ph)CONHR,
where R is ethyl, n-butyl, i-butyl, cyclohexyl and phenyl, were synthesized.
They were characterized by m.p., FT-IR, 1H NMR and mass spectra. Depending
on the kind of substituent on the nitrogen atom, some of the examined amides
(R = cyclohexyl, phenyl) exist in different conformational forms while
other exist only in the trans form.
Key words: N-substituted 2-phenylbutanamides, conformation,
synthesis.
KONFORMACIJE N-SUPSTITUISANIH 2-FENILBUTANAMIDA
Različiti N-supstituisani 2-fenilbutanamidi formule CH3CH2CH(Ph)CONHR,
gde R predstavlja etil, n-butil, i-butil, cikloheksil i fenil grupu, su
sintetizovani i definisani temperaturom topljenja, FT-IR, 1H NMR i MS.
U zavisnosti od supstituenta na atomu azota, neki od ispitivanih amida
se nalaze u različitim konformacionim oblicima (R=cikloheksil, fenil) dok
se ostali amidi nalaze samo u trans obliku..