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Diastereomeric resolution of p‐chloromandelic acid with (R)‐phenylethylamine
Authors:Quan He  Yang‐Feng Peng  Sohrab Rohani
Institution:1. Department of Chemical Engineering, Ningbo University of Technology, Ningbo 315016, China;2. Department of Chemical Engineering, East China University of Science and Technology, Shanghai 200237, China;3. Department of Chemical and Biochemical Engineering, The University of Western Ontario, London, Ontario, Canada
Abstract:The optical resolution of p‐chloromandelic acid using (R)‐α‐phenylethylamine as resolving agent was presented. The effect of solvents, molar ratio of racemate to the resolving agent, filtration temperature as well as the amount of solvent on resolution was investigated by orthogonal experimentation. The binary melting point phase diagram and crystal structure analysis of diastereomeric salts rationalized the success of the resolution. Chirality, 2010. © 2009 Wiley‐Liss, Inc.
Keywords:p‐chloromandelic acid  phenylethylamine  resolution  diastereomeric salt  crystal structure  binary melting point phase diagram
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