Process for the electrochemical reduction of 7-...

C - Chemistry – Metallurgy – 25 – B

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C25B 3/04 (2006.01) C07J 9/00 (2006.01) C25B 3/02 (2006.01)

Patent

CA 1272161

ABSTRACT A process for electrochemically reducing 7- ketolithocholic acid to ursodeoxycholic acid is disclosed. The process may be conducted alone or in conjuction with a simultaneous electrochemical oxidation of chenodeoxycholic acid to 7-ketolithocholic acid. Solvents for the electro- chemical reaction which promote stereoselectivity to ursodeoxycholic acid include dimethylsulfoxide, tetramethylurea, dimethylformamide, dimethylacetamide, N- methylpyrollidone, 1,3-dimethyl-2-imidazolidinone, 1,3- dimethyl 3,4,5,6-tetrahydro-2(1H)-pyrimidinone, hexamethylphosphoric triamide and ethylenediamine. Salts which are useful as the electrolyte are those containing a difficultly reducible cation, most preferably substituted ammonium salts such as tetraalkylammonium halides and hydroxides, e.g., tetramethylammonium hydroxide, tetaethylammonium hydroxide, tetramethylammonium chloride, tetraethylammonium chloride.

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