Optically active propargyl alcohol derivative and a method for p

Details Optically active propargyl alcohol derivative and a method for p Optically active propargyl alcohol derivative and a method for p

1983-11-21

1984-08-21

Siegel, Alan

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

568809, 568812, 568813, C07D33300

Patent

active

044671024

ABSTRACT:
An optically active propargyl alcohol derivative of the formula (I) ##STR1## wherein X=phenyl or thienyl and R=lower alkyl, halogenated methyl, phenyl or substituted phenyl having at least one lower alkyl radical and or halogen atom, is prepared by contacting a racemic modification of l- and d-isomers of the formula (I) with l-brucine in an organic solvent, by separating the resultant deposited diastereomer from a solution containing the resultant other diastereomer in the organic solvent, by decomposing each diastereomer with an aqueous mineral acid solution in the presence of an organic solvent capable of dissolving the corresponding optically active isomer dissociated from the diastereomer and incompatible with water so as to allow the optically active isomer to be dissolved in the water-incompatible organic solvent, and by recovering the optically active isomer from the solution thereof.

REFERENCES:
Eliel, Sterochem of Carbon Comp., 1962, pp. 48-57.

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