Hernando, Marcos Veguillas, Moore, Jonathan C., Howie, Rowena A., Castledine, Richard A., Bourne, Samuel L., Jenkins, Gareth N., Licence, Peter
ORCID: https://orcid.org/0000-0003-2992-0153, Poliakoff, Martyn and George, Michael W.
(2022)
High Yielding Continuous-Flow Synthesis of Norketamine.
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 26 (4).
pp. 1145-1151.
ISSN 1083-6160
Preview |
PDF (op1c00407)
- Published Version
Available under License Creative Commons Attribution. Download (898kB) | Preview |
Abstract
A new continuous-flow process is presented for synthesis of the pharmaceutical intermediate norketamine (5). Our approach has been to take the well-established and industrially applied batch synthetic route to this promising antidepressant precursor and convert it to a telescoped multi-stage continuous-flow platform. This involves the α-bromination of a ketone, an imination/rearrangement sequence with liquid ammonia, and a thermally induced α-iminol rearrangement. Our approach is high yielding and provides several processing advantages including the reduction of many of the hazards conventionally associated with this route, particularly in the handling of liquid bromine, hydrogen bromide gas, and liquid ammonia. Each of these presents serious operational challenges in a batch process at scale.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | bromination and amination,continuous manufacturing,norketamine,physical and theoretical chemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1606 |
| Faculty \ School: | Faculty of Science > School of Chemistry, Pharmacy and Pharmacology |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 05 Oct 2026 09:57 |
| Last Modified: | 05 Oct 2026 15:01 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/104716 |
| DOI: | 10.1021/acs.oprd.1c00407 |
Downloads
Downloads per month over past year
Actions (login required)
![]() |
View Item |
Tools
Tools