Vol.1, No 4, 1997 pp. 57 - 61
UDC:547.473:542.913:543.9
THE SYNTHESIS OF SOME DERIVATIVES OF GAMMA-LACTONE
G. Stojanović1, S. Sukdolak2,
R.
Palić1
1Department of Chemistry, Faculty of
Science, Niš, Yugoslavia
2 Department of Chemistry, Faculty
of Science, Kragujevac, Yugoslavia
Abstract. A synthesis of antibacterial active polyfunctional derivatives
of gamma-butyric lactone is presented. The key step of the synthesis involves
the Beckmann fragmentation of 3H, 3aH, 5H, 6H, 7aH-4-dichloromethyl - 4
-methylbenzofuran - 2-one-7-one-oxime, 3, with PCl5
in CH2Cl2.
The 1H and 13C
NMR spectra of synthesized derivatives of gamma-butyric lactone are also
discussed.
Key words: gamma-lactone, Beckmann fragmentation, synthesis.
SINTEZA NEKIH DERIVATA GAMMA-LAKTONA
U radu je opisana sinteza derivata gamma-laktona. Beckmann-ovom fragmentacijom
3H,3aH,5H,6H,7aH-4-dihlorometil-4-metilbenzofuran-2-on-7-on-oksima sa fosfor(V)hloridom
u dihlormetanu dobiven je 4-(1'-dihlorometil-1'-metilbutanonitril)-5-hidroksioxaciklopentan-2-on
koji u reakciji sa hlorovodoničnom kiselinom daje nezasićeni derivat ?-laktona
4-(1'-dihlorometil-1'-metilbutanamido)-oxaciklopent-3-en-2-on. Struktura
sintetisanih jedinjenja određena je analizom IR, 1H
i 13C NMR spektara.
