Synthesis and analgesic activity of some new benzoyl derivatives

(+/-) Menthol (1) was oxidized to menthone (2) which was reacted with hydroxylamine hydrochloride to yield menthone oxime (3). The menthone oxime (3) was converted to (2s, 5r)-(+/-)-2-isopropyl-5-methyl-1-azacycloheptane-7-one (4) via Schmidt reaction, which was reacted with various substituted aromatic benzoyl chlorides in alkaline medium to yield various phenyl substituted 1-benzoyl-7-isopropyl-4-methylazepan-2-one derivatives (5a-g). The structure of newly synthesized compounds have been established by analytical and spectral methods. These compounds have also been screened for analgesic activity.