http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-1077923-A1
Outgoing Links
Predicate | Object |
---|---|
assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_07addebfc9446dc5a9a77692ebf4dac1 |
classificationCPCAdditional | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C2601-14 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C213-10 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07B49-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C213-02 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07B49-00 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C217-74 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C213-02 http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C213-10 |
filingDate | 1999-05-20-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
inventor | http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f68318a312e6717f971e960ad6de2c88 http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_27b76168e0231d9865af64bc85d9e21e http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_f02ff094fdca385abb0304fb0d0b9d59 |
publicationDate | 2001-02-28-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | EP-1077923-A1 |
titleOfInvention | An improved synthesis and purification of (r*,r*)-2- (dimethylamino) methyl]-1-( 3-methoxyphenyl) cyclohexanol hydrochloride |
abstract | (R*,R*)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol (Tramadol) is synthesized in a Grignard reaction in the presence of an additive resulting in a higher trans:cis ratio of product than is obtained in the absence of the additive. The Grignard reaction between 3 bromoanisole and the appropriate Mannich base in the presence of an amine or ether additive gives the amine product in an improved trans/cis ratio. The base is converted to its hydrochloride and recrystallized from a low molecular weight nitrile such as acetonitrile until a greater than 98% trans/cis ratio is obtained. Recrystallization from isopropanol gives (R*,R*)2-[(dimethylamino)methyl]-1-(3-metboxyphenyl)cyclohexanol hydrochloride free of the nitrile solvent. A hydrochloride of Tramadol can be synthesized without increasing a ratio of trans:cis by including a step in which HCl is added to Tramadol base in the presence of toluene. |
priorityDate | 1998-05-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 67.