PROCESS FOR PREPARING HEXAHYDROPYRROLO(1, 2-A)-QUINOLINE HEXAHYDRO-1H-PYRIDO(1, 2-A)-QUINOLINE, HEXAHYDROBENZO(E)INDENE AND OCTAHYDROPHENANTHRENE DERIVATIVES

摘要

The invention relates to a process for the preparation of hexahydropyrrolo [1,2-a] quinoline, hexahydro-1H-pyrido [1,2-a] quinoline, hexahydrobenzo [e] indene and octahydrophenanthrene derivatives of the general formula I the formula ???????? (I) wherein M represents CH or ??? ????????? ????????? ????? (I) ???????? R 1 ????? (I) ???????? R 2 ????? carbon or benzyl, R 3 represents H, alkyl of 1-4 carbon atoms or benzyl, and when M is is a residue, R 1 and R 2 are each hydrogen or, taken together, form a carbonyl oxygen atom, and when M is CH , R 1 and R 2 are each hydrogen consisting of a compound of the general formula II wherein R, R 1, R 2, R 3 M and t are as defined above, is treated with a lithium acetic acid ester of the general formula LiCH 2 Q wherein Q has the above significance in the presence of tetrakistydrofuran as solvent and at a temperature in the range of -60 to -80 deg to give the intermediate compound of the general formula IV wherein R, R 1, R 2, R 3, Q, M and t are as defined above, which is dehydrated, and the resulting unsaturated compound is hydrogenated in the presence of palladium on straight coal catalyst and a lower alkanol solvent.