Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
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A Multi-Step Continuous Flow Process for the N-Demethylation of Alkaloids

Yuji Nakano A , G. Paul Savage A , Simon Saubern A , Peter J. Scammells B and Anastasios Polyzos A C

A CSIRO Materials Science and Engineering, Private Bag 10, Clayton South MDC, Vic. 3169, Australia.

B Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, 381 Royal Parade, Parkville, Vic. 3052, Australia.

C Corresponding author. Email: tash.polyzos@csiro.au

Australian Journal of Chemistry 66(2) 178-182 http://dx.doi.org/10.1071/CH12463
Submitted: 9 October 2012  Accepted: 13 November 2012   Published: 29 November 2012

Abstract

Dextromethorphan was N-demethylated using the non-classical Polonovski reaction under continuous flow conditions, in two steps: initial N-oxidation with m-chloroperbenzoic acid followed by iron-catalysed N-demethylation of the resulting N-oxide.


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