PRODUCTION OF PIPERIDINYLIDENE DERIVATIVE

PROBLEM TO BE SOLVED: To economically obtain the subject compound useful as a synthetic intermediate for key intermediates of antidepressants by subjecting a specific pyridine to condensation reaction with a specific benzyl cyanide derivative in the presence of a specific amount of specific catalyst...

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Bibliographic Details
Main Authors KIYOFUJI NOBUO, NISHIKAWA TAKENOBU
Format Patent
LanguageEnglish
Published 19.10.1999
Edition6
Subjects
APPARATUS THEREFOR
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR RELEVANT APPARATUS
TRANSPORTING
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Summary:PROBLEM TO BE SOLVED: To economically obtain the subject compound useful as a synthetic intermediate for key intermediates of antidepressants by subjecting a specific pyridine to condensation reaction with a specific benzyl cyanide derivative in the presence of a specific amount of specific catalyst and reacting the resultant compound with a lower alcohol in the presence of hydrogen chloride. SOLUTION: (A) 2,3,4,5-Tetrahydro-6-methoxypyridine of formula I (Me is methyl) is subjected to condensation reaction with (B) a benzyl cyanide derivative of formula II (R is H or the like) in the presence of (C) a catalyst of an organic base or a transition metal complex of the formula; MLn Xm [M is nickel or the like; L is an acetylacetonato ligand; X is a carbonyl ligand; (n) is 1-3; (m) is 0-2] in an amount of 1/2 to 1/500 mol based on 1 mol component A and the resultant compound of formula III (broken line is a geometrical isomer) is reacted with (E) an alcohol of the formula; R OH (R is a 1-4C lower alkyl) in the presence of (D) hydrogen chloride to provide the objective compound of formula IV.
Bibliography:Application Number: JP19980103748