Method for the production of biperidin
AssigneeAbbott GmbH & Co. DG
InventorsPeter Klein, Marco Thyes, Markus Grosse, Klaus Martin Weber
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Abstract
The invention relates to a method for the production of biperiden by reacting an exo/endo mixture of 1-(bi-cyclo[2.2.1]hept-5-en-2-yl)-3-piperidino-1-propanone with a phenyl magnesium compound to form an isomer mixture of 1-(bi-cyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-3-piperidino-1-propanol, whereby biperiden is obtained therefrom by conversion of said mixture into corresponding hydrochloride, isolation of said hydrochloride, reconversion to the free base and crystallization of said biperiden.
Claims11
A method for producing biperiden by reacting an exo/endo mixture of 1-(bicyclo-[2.2.1]hept-5-en-2-yl)-3-piperidino-1-propanone with an exo/endo ratio of at least 2.5:1 with a phenylmagnesium compound to give a biperiden-containing mixture of isomers of 1 -(bicyclo-[2 .2.1]hept-5-en-2-yl)-1-phenyl-3-piperidino-1 -propanol, characterized in that the isolation of biperiden from the mixture of isomers comprises the following steps:
- a) reacting the mixture of isomers with HC1 in a mxture of water and a polar, water-miscible organic solvent, and isolation of the hydrochloride formed thereby,
- b) reacting the hydrochloride with heating in a mixture of water and at least one polar dialkyl ether of limited or zero miscibility with water and having 4 to 8 C atoms with a base,
- c) separating the two phases formed at elevated temperature,
- d) evaporating part of the ether from the organic phase and
- e) crystallizing of the biperiden by cooling.
Dependencies are inferred from the claim text.