Synthesis of Tramadol and Analogous

Tramadol is a drug with analgesic properties. This compound and five of its analogous were synthesized: N-demethyl (M2), O-demethyl (M1), O-ethyl-O-demethyl, O-benzyl-O-demethyl and N-benzyl-N-demethyl. All compounds were prepared as their hydrochlorides and as racemic mixtures. The synthesis started with the aminoketones; 2-(N-benzyl, N-methyl)aminomethyl cyclohexa-none and 2-dimethylaminomethyl cyclohexanone, prepared by means of a Mannich reaction of cyclohexanone, paraformaldehyde and the corresponding amino hydrochloride. The aminoketones were coupled with the organolithium compounds derived from the corresponding 3-bromoalkoxybenzenes.

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Bibliographic Details
Main Authors: Alvarado,Cuauhtémoc, Guzmán,Ángel, Díaz,Eduardo, Patiño,Rocío
Format: Digital revista
Language:English
Published: Sociedad Química de México A.C. 2005
Online Access:http://www.scielo.org.mx/scielo.php?script=sci_arttext&pid=S1870-249X2005000400004
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