麦角アルカロイドおよび関連化合物の研究 (第9報)

4-Methyl-3,4,5,6-tetrahydrobenzo[f]quinolin-1(2H)-one. Ethyl 3-〔(3,4-Dihydro-2-naphthyl) methylamino〕-propionateの閉環反応の副成績体

抄録

It was reported that the enamine-ester (III), prepared by the condensation of 2-tetralone and ethyl 3-(methylamino) propionate, undergoes rearrangement on heating in ethylene glycol, to give 4-methyl-1, 2, 5, 6-tetrahydrobenzo [f] quinolin-3(4H)-one (I) as a sole product. Reinvestigation of this reaction revealed that it produced also a small amount of 4-methyl-3, 4, 5, 6-tetrahydrobenzo [f] quinolin-1(2H)-one (II) as a minor by product. The structure of II was proved by conversion to its dihydro derivative (IV) synthesized.