Abstract
X = CO ( Ia Id), C = NOH (I Ialid), CHNH2 (Ilia IIId); n -0 (a), 1 (b), 2 (c), 3 (d). 5-(c~-Amino-o-phenylalkyl)-2-methyl1-benzoxolanes I l i a IIId were obtained by catalytic hydrogenation ofoximes (IIa I Id) over Raney nickel catalyst. The oximes were synthesized via reaction between previously unknown 2-methyl5-(o-phenylacyl)-l-benzoxolanes) ( Ia Id) [2, 3] and hydroxylamine hydrochloride in a pyridine solution, and separated as the hydrochlofide. The IR spectra ofoximes I I a lid exhibit stretching vibrations of OH groups at 3300 cml, but the UV spectrum oflIa, whose both aromatic rings are conjugated with the C = NOH bond, differs from the UV spectra of all other oximes lib I I d by the bathochromic shift of the absorption bands. The UV spectra of amine hydrochlorides Ilia IIId differ but insignificantly from one another (Table 1). The structure of the synthesized compounds was conf'n'rned by data of IH NMR measurements (Table 2).
Published Version
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