除痛剤の合成 (第26報)
アミノシクロペンタン誘導体について その3
1960 年 80 巻 10 号 p. 1440-1443
詳細
1960 年 80 巻 10 号 p. 1440-1443
Ethyl 1-ethyl-2-oxocyclopentanecarboxylate oxime was catalytically reduced to the amine (III), which was condensed with benzaldehyde, and the Schiff base so formed was reduced to the amine (IX) over palladium-carbon. Similar treatment of ethyl 2-anilinocy-clopent-1-enecarboxylate by reduction over Raney nickel or palladium-carbon afforded the amine (XIX). Condensation of ethyl 2-oxocyclopentanecarboxylate and ethyl bromide, with sodium ethoxide as the condensation agent afforded ethyl ethyladipate and its Dieckmann reaction gave ethyl 2-oxo-3-ethylcyclopentanecarboxylate, whose oxime was catalytically reduced to form the amine (XXX). These amines (III, IX, XIX, and XXX) were reacted with various acyl halides and 21 kinds of N-acylated compounds were prepared. Further, five kinds of related compounds were also prepared.
