280565-80-2Relevant academic research and scientific papers
A practical procedure for the resolution of (+)- and (-)-tramadol
Itov, Zinovy,Meckler, Harold
, p. 291 - 294 (2000)
A practical procedure for the efficient resolution of cis-tramadol [cis-2-(dimethylaminomethyl)-1-(3-methoxyphenyl)cyclohexanol] has been developed. This process was based on the observation that cis-tramadol free base selectively formed mandelic acid salts at different rates, affording a readily scalable kinetic resolution of each enantiomer. The key to the process was the observation that the resolving salt needed to be broken and re-formed to ultimately improve the optical purity. The mandalate salt of each cis-enantiomer was found to be > 99% optically pure after three cycles through the salt formation process. A sample of each mandelate salt enantiomer was successfully converted to the known, optically active hydrochloride salt.
Development of highly efficient resolutions of racemic tramadol using mandelic acid
Evans, Graham R.,Fernandez, Paloma Diaz,Henshilwood, James A.,Lloyd, Steve,Nicklin, Chris
, p. 729 - 737 (2013/09/06)
Two methods for the resolution of tramadol are described. One uses the active pharmaceutical ingredient (API), tramadol hydrochloride as input material. The other utilises the crude free base obtained from the Grignard reaction on tramadol Mannich base. B
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