Abstract

Dihydrotagetone (3,7-dimethyl,5-one,1-octene), one of the major constituents of Tagetes minuta oil, was enriched from 30 to 70% yield by partitioning the oil, with polar and non-polar immiscible solvents. Dihydrotagetone (1) was converted into new aroma molecules (alkyl and aryl alcohols) viz. alcohols (3,5,7-trimethyl,1-ene-5-octanol, 2; 3,7-dimethyl,5-ethyl,1-ene-5-octanol, 3; 3,7-dimethyl,5-propyl,1-ene-5-octanol, 4; 3,7-dimethyl,5-butyl,1-ene-5-octanol, 5; 3,7-dimethyl,5-phenyl,1-ene-5-octanol, 6; and 3,7-dimethyl,5-benzyl,1-ene-5-octanol, 7 using alkyl[sol ]aryl metal halides. The new synthesized molecules were obtained in good economical yields and are useful to the perfumery industries for use in the preparation of new organoleptic products. Copyright © 2005 John Wiley & Sons, Ltd.

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