PRODUCTION OF KETONE OXIME ETHER BY BORONIC ACID COUPLING

PROBLEM TO BE SOLVED: To simply obtain the subject high-purity compound, completely maintaining the isomer purity of a new intermediate, by a new method for reacting the intermediate with a substituted boronic acid. SOLUTION: A compound of formula I (R is an alkyl, an alkenyl, etc.; R is R or a five...

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Bibliographic Details
Main Author KUHN BIRGIT DR
Format Patent
LanguageEnglish
Published 06.01.1998
Edition6
Subjects
ACYCLIC OR CARBOCYCLIC COMPOUNDS
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 simply obtain the subject high-purity compound, completely maintaining the isomer purity of a new intermediate, by a new method for reacting the intermediate with a substituted boronic acid. SOLUTION: A compound of formula I (R is an alkyl, an alkenyl, etc.; R is R or a five-membered or a six-membered monocyclic or condensed aromatic or a hetero aromatic group; (n) is 1-10; Hal is a halogen) is reacted with a boronic acid of the formula Ar -B(OH)2 (Ar is a substituted five-membered or six-membered monocyclic or condensed aromatic or heteroaromatic group) or its dimer or trimer in the presence of both a catalyst composed of a palladium (0) or palladium (II) compound [preferably tetrakis(triphenylphosphino) palladium] and a base (preferably sodium carbonate) in an organic solvent or an solvent mixture preferably at 1-30 to 20 deg.C to give the objective compound of formula II. The compound of formula I is a new compound and is preferably obtained by halogenating a hydroxamic ester of formula III.
Bibliography:Application Number: JP19970045867