Highly efficient resolution of racemic diethanolamine using chiral camphor-10-sulphonic acid

2005 ARKIVOC  
Ring opening of two equivalents of racemic styrene epoxide by benzylamine gives rise to racemic mixture of 2-(benzyl -(2-hydroxy-2-phenylethyl)-amino)-1-phenylethanol, among other diethanolamine products. The racemic mixture is efficiently separated into its enantiomers by complexation with (-) camphor-10-sulphonic acid. The corresponding diastereomeric complex was also characterized by single crystal X-ray diffraction method. This resolution method offers an economically more viable route for
more » ... he isolation and use of the chiral ligand that has proved to be useful in many asymmetric catalysis reactions.
doi:10.3998/ark.5550190.0006.b12 fatcat:6nfpntjs7rbsrgy5mxegizsyny