Overcoming Problems at Elaboration and Scale-up of Liquid-Phase Pd/C Mediated Catalytic Hydrogenations in Pharmaceutical Production
| Autor: | Erika Szabados, Antal Tungler |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
Aromatic acid
010405 organic chemistry Chemistry Patent law Organic Chemistry Liquid phase 02 engineering and technology 01 natural sciences 0104 chemical sciences Catalysis Metal 020303 mechanical engineering & transports 0203 mechanical engineering visual_art visual_art.visual_art_medium Organic chemistry Stereoselectivity Physical and Theoretical Chemistry |
| Zdroj: | Organic Process Research & Development. 20:1246-1251 |
| ISSN: | 1520-586X 1083-6160 |
| DOI: | 10.1021/acs.oprd.6b00073 |
| Popis: | The practical solutions for scale-up and production of intermediates or precursors of pharmaceuticals by liquid-phase Pd/C mediated hydrogenation can be of considerable interest and deserve broader attention even if they have not been the focus of previously published research due to regulations of patent law. The practical obstacles are persistent and have been known for a long time, but for the most part remained unpublished. The most important discoveries and solutions that contributed to the successful scale-up of hydrogenations for pharmaceutical production were the following: (i) the poisoning of Pd/C catalyst with Fe2+ ions for the selective hydrogenation of 2,6-dimethyl-1-nitrosopiperidine to the corresponding hydrazo compound; (ii) alloying of the deposited Pd metal with Cu for converting the aromatic acid chlorides into the corresponding aldehydes; (iii) alteration of the pH of the reaction mixture to basic values which enhanced the stereoselectivity of paracetamol hydrogenation; (iv) a useful m... |
| Databáze: | OpenAIRE |
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