Preparation of 2-benzoylalkylbenzomorphan

Details Preparation of 2-benzoylalkylbenzomorphan Preparation of 2-benzoylalkylbenzomorphan

1971-06-07

1976-04-27

Todd, G. Thomas

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260297R, 260DIG13, C07D22126

Patent

active

039534413

ABSTRACT:
A novel process for preparing 2-benzoylalkylbenzomorphan derivatives and salts thereof, represented by the formula ##SPC1##
Wherein n, R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in the specification. The process comprises reacting a pyridinium derivative of the formula, ##SPC2##
Wherein X is a halogen atom and Y' is an ethylenedioxy group; with a Grignard reagent of the formula, ##SPC3##
Wherein R' is a hydrogen atom or a C.sub.1 -C.sub.3 alkoxy group and Z is a halogen atom, to yield a 1,2-dihydropyridine derivative of the formula; ##SPC4##
And then reducing the said 1,2-dihydropyridine derivative to give a 1,2,5,6-tetrahydropyridine derivative of the formula, ##SPC5##
Wherein Y is an oxygen atom or an ethylenedioxy group, and further cyclizing the obtained 1,2,5,6-tetrahydropyridine derivative.

REFERENCES:
patent: 2959594 (1960-11-01), Gordon et al.
patent: 3558638 (1971-01-01), Clarke et al.
patent: 3631051 (1971-12-01), Atsumi et al.
patent: 3639407 (1972-02-01), Clarke et al.
patent: 3644373 (1972-02-01), Kigasawa et al.

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