Transition metal-catalyzed redox isomerization of codeine and morphine in water

A water-soluble rhodium complex formed from commercially available [Rh(COD)(CH 3 CN) 2 ]BF 4 and 1,3,5-triaza-7-phosphaadamantane (PTA) catalyzes the isomerization of both codeine and morphine into hydrocodone and hydromorphone with very high efficiency. The reaction is performed in water, allowing...

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Bibliographic Details
Published inRSC advances Vol. 4; no. 74; pp. 39519 - 39522
Main Authors Gómez, Antonio Bermejo, Holmberg, Pär, Bäckvall, Jan-E., Martín-Matute, Belén
Format Journal Article
LanguageEnglish
Published 01.01.2014
Subjects
Efficiency
Filtration
Isomerization
Morphine
Organic Chemistry
organisk kemi
Rhodium
Water purification
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Summary:A water-soluble rhodium complex formed from commercially available [Rh(COD)(CH 3 CN) 2 ]BF 4 and 1,3,5-triaza-7-phosphaadamantane (PTA) catalyzes the isomerization of both codeine and morphine into hydrocodone and hydromorphone with very high efficiency. The reaction is performed in water, allowing isolation of the final products by simple filtration, which results in very high isolated yields. The reactions can be easily scaled up to 100 g.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA07735K