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Synthesis of TRIP and Analysis of Phosphate Salt Impurities

MPS-Authors
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Klussmann,  Martin
Research Group Klußmann, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ratjen,  Lars
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Hoffmann,  Sebastian
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Wakchaure,  Vijay
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List,  Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Klussmann, M., Ratjen, L., Hoffmann, S., Wakchaure, V., Goddard, R., & List, B. (2010). Synthesis of TRIP and Analysis of Phosphate Salt Impurities. Synlett, (14), 2189-2192. doi:10.1055/s-0030-1258505.


Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8D6B-0
Abstract
The chiral phosphoric acid TRIP, a useful Brønsted acid catalyst, easily becomes contaminated with metal impurities in the form of phosphate salts during synthesis. This significantly reduces the content of free acid in the product which can hamper the catalytic activity. Methods to easily judge whether TRIP contains mainly the free acid or phosphate salts are presented, using ¹H NMR spectroscopy or a simple pH test. An improved synthetic protocol for TRIP was established that reliably produces the free acid.