Process for the preparation of piperidinylidene derivative

Details Process for the preparation of piperidinylidene derivative Process for the preparation of piperidinylidene derivative

1998-04-29

1999-12-28

Huang, Evelyn Mei

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546230, 546290, C07D21134, C07D21160, C07D21176

Patent

active

060083581

ABSTRACT:
Disclosed is a process for economic, safe and simple production of a 2-phenyl-2-(2'-piperidinylidene)acetate derivative at a reduced number of steps in a high yield, which comprises allowing 2,3,4,5-Tetrahydro-6-methoxypyridine and a benzyl cyanide derivative represented by the following general formula (2): wherein R.sup.1 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom or an amino group, to undergo condensation reaction in the presence of an organic base such as 1,8-diazabicyclo[5.4.0]-7-undecene or a transition metal complex as a catalyst to produce a 2-phenyl-2-(2'-piperidinylidene)acetonitrile derivative represented by the following general formula (4): ##STR1## wherein R.sup.1 is as defined above; and the wavy line indicates a geometrical isomer, and then reacting with an alcohol in the presence of hydrogen chloride.

REFERENCES:
Bhandari K et al. Indian Journal of Chemistry. 17B, 104-106, Feb. 1979.
Granik et al. Chem. Heterocycl. Compd. 9, 880-883, 1973.
Bhandari, et al., "Chemistry of Lactim Ethers: Part II-Reactions with Amines & Carbanions.sup.(a)," Indian Journal of Chemistry, vol. 17B, Feb., 1979, pp. 104-106.

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