Method for purification of alcohols

Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfonate esters

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560 60, 560183, 568300, 568675, 568700, 568810, C07C30302, C07C 6976, C07C 2974

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053129504

ABSTRACT:
A method for the purification of alcohols from organic soluble impurities has been discovered comprising treating the crude alcohol with a cyclic anhydride followed by an aqueous base and extracting the corresponding half-ester into aqueous solution leaving the impurities in organic solution. This method is particularly useful for the separation of chiral, nonracemic alcohols from the corresponding antipodal ester (the mixture resulting from an enzymatic kinetic resolution) because the separation is non-chromatographic and the enantiomeric integrity of the products is maintained.

REFERENCES:
Abstract, Enzymic Manufacture of Optically Active Primary Alcohols, Achinami et al, Jpn. Kokai Tokkyo Koho, 8 pp., Jp 02227097 A2 Sep. 10, 1990 Heisei.
Chem. Pharm. Bull. 36(6) 1653-1655(1989) Facile Process for Enzymic Resolution of Racemic Alcohols, Terrao, et al.
Tetrahedron vol. 47, No. 32, pp. 6223-6230, 1991 Lipase-Catalyzed Kinetic Resolution of Methyl 4-Hydroxy-5-Tetradecynoate and its Application to a Facile Synthesis of Japanese Beetle Pheromone, Fukusaki et al.
Tetrahedron Letters, vol. 29, No. 14, pp. 1717-1720, 1988, Asymmetric Ring Opening of Cyclic Acid Anhydrides with Lipase in Organic Solvents, Yammoto et al.

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