http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-5969159-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_de97b8bc19bafb43fe4f0b4d671370a7
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D333-22
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D333-22
filingDate 1999-02-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1999-10-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_dea7f686fd3ce4ebe5e5aa0de976dbcf
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_4312768062bd3256a9594f2ef4c70f78
publicationDate 1999-10-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-5969159-A
titleOfInvention Synthesis of cyclopentyl 2-thienyl ketone tiletamine and tiletamine acid addition salts such as tiletamine hydrochloride
abstract Solid, non-tin-containing catalysts can be used for the synthesis of cyclopentyl 2-thienyl ketone by the reaction of cyclopentanecarboxylic acid chloride and thiophene, while achieving new and unexpected yields. Aluminum trichloride is both cheaper than stannic chloride and it is easier to deal with as a waste stream. The successful use of graphite as a catalyst for the reaction of cyclopentanecarboxylic acid chloride and thiophene provides a mild and ecologically friendly method for carrying out the Friedel-Crafts reaction. A tiletamine-free base can be made from the cyclopentyl 2-thienyl ketone with a halide in the presence of a solvent for the cyclopentyl 2-thienyl ketone to form a halogenated cyclopentane 2-thienyl ketone; aminating the halogenated cyclopentane 2-thienyl ketone by reaction with an amine; and subjecting the reaction product to thermal rearrangement, in a suitable solvent, and at a sufficient temperature to form tiletamine free base. Each step for the formation of tiletamine free base can be accomplished using the same solvent, e.g., dichlorobenzene so that intermediates need not be isolated between reactions.
priorityDate 1999-02-16-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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