C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
C07C 303/44 (2006.01) C07C 309/75 (2006.01) C07C 309/73 (2006.01) C07C 309/74 (2006.01) C07C 309/76 (2006.01)
Patent
CA 2055460
A process is disclosed for the isolation of an enantiomerically enriched alcohol from a first mixture of an enantiomerically enriched 1-arylsulfonate-2-hydroxy-3-butene and an enantiomerically enriched 1-arylsulfonate-2-acyloxy-3-butene. The process includes the steps of: (a) contacting the mixture with a reagent capable of reacting with said 1-arylsulfonate-2-hydroxy-3-butene to remove the arylsulfonate group and produce a mixture of dihydroxybutene monoesters thereby forming a second mixture con- taining said dihydroxybutene monoesters and unreacted enantiomerically enriched 1-arylsulfonate-2-acyloxy-3-butene; (b) con- tacting the second mixture with reagents capable of hydrolyzing all of the acyl groups in said mixture to hydroxy groups so as to produce a third mixture comprising 1,2-dihydroxy-3-butenes and enantiomerically enriched 1-arylsulfonate-2-hydroxy-3-butene; (c) washing said third mixture with water so as to remove said 1,2-dihydroxy-3-butenes.
Eastman Chemical Company
Gowling Lafleur Henderson Llp
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