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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D211-14
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D211-14
filingDate 1980-12-04-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1983-03-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_687841851b7dd288b11204a282f190b9
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_98fa205593bb888f92a498f1f9d6345c
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_0ad0fdd066f4c1a8c410ccc7c1a12651
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_e98b5a44764f52e1c79ff949d4d618f6
publicationDate 1983-03-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber US-4377691-A
titleOfInvention Process for the preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol and acid-addition salts thereof
abstract A process for the preparation of 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol (i.e. ifenprodil) and acid-addition salts thereof, characterized by brominating 4'-hydroxypropiophenone in a single or mixed solvent selected from the group consisting of methanol, ethanol and a saturated aliphatic ether, removing hydrogen bromide formed in the course of the bromination, adding 4-benzylpyridine to the reaction mixture, heating the reaction mixture under reflux in a single or mixed solvent selected from the group consisting of methanol and ethanol, and then subjecting the resultant reaction mixture to catalytic reduction to form 1-(4-hydroxyphenyl)-2-(4-benzylpiperidino)-1-propanol hydrobromide in the reaction mixture. The end product (i.e. ifenprodil) can be obtained according to this process in a high yield of about 80% within 14 hours from the starting material in a single reaction container throughout the process, without introducing a protective benzyl group into the starting material prior to the bromination.
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