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Abstract cis‐ andtrans‐9‐Octadecenes have been obtained in about 55舑60% yield on a preparative scale by an improved procedure from commercially pure oleyl alcohol (90舑95%) and elaidyl alcohol, respectively, by conversion to the tosylates followed by reduction with lithium aluminum hydride (LAH). The improvement consists in using saturated sodium chloride solution to coagulate the slimy, intractable, insoluble salts obtained after the LAH reduction and destruction of excess LAH with water, prior to ether extraction of the crude hydrocarbons. Total time required for the preparation is about three days.
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Dyen et al. (1966) studied this question.
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