Alcohol-ester separation by recrystallization

Chemistry: molecular biology and microbiology – Process of utilizing an enzyme or micro-organism to destroy... – Resolution of optical isomers or purification of organic...

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435130, 435157, 435158, 435814, 435874, 435876, 558 51, 558 52, C12P 4100

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054459630

ABSTRACT:
A process is disclosed for the separation of an enantiomerically enriched 1-tosyloxy-2-acyloxy-3-butene and an enantiomerically enriched 1-tosyloxy-2-hydroxy-3-butene from a first mixture containing both compounds. The process includes the steps of:
(a) forming a solution of the mixture in an organic solvent;
(b) bringing the solution formed in (a) to a temperature wherein most of the enantiomerically enriched 1-tosyloxy-2-hydroxy-3-butene precipates, leaving in solution most of the enantiomerically enriched 1-tosyloxy-2-acyloxy-3-butene; and
(c) separating the precipitate formed in (b) from the solution.

REFERENCES:
patent: 4732853 (1988-03-01), Whitesides et al.
patent: 4745066 (1988-05-01), Hamaguchi et al.
patent: 4865771 (1989-09-01), Francalanci et al.
patent: 4921798 (1990-05-01), Boaz
patent: 4923810 (1990-05-01), Walts et al.
Perry's Chemical Engineers' Handbook, 6th Ed. McGraw-Hill, pp. 17-3-17-12 (1984).

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