Novel fragrance compositions and perfumed articles containing alpha-substituted acetaldehyde

Abstract

Abstract Processes and compositions are described for the use in perfume aroma imparting, augmenting, modifying, altering or enhancing compositions and as perfume and perfumed article aroma imparting, modifying, altering and enhancing materials of 2,2,6-trimethyl-1-cyclohexene-1-ylacetaldehyde (hereinafter referred to as "beta-cyclohomocitral") produced by a process which either (A) comprises the steps of: I. Oxidizing beta-ionone having the formula: ##STR1## with a peralkanoic acid having the formula: ##STR2## (wherein R is H, methyl or ethyl) in the presence of buffer and in the absence of dimethyl formamide, to form 2,2,6-trimethyl-1-cyclohexene-1-ylvinylacetate (hereinafter referred to as "beta-ionone enol ester") having the formula: ##STR3## and II. Hydrolyzing said beta-ionone enol ester using a basic hydrolysis agent to form beta-cyclo-homocitral having the structure: ##STR4## or (B) oxidizing beta-ionone with hydrogen peroxide in the presence of inorganic base to form beta-cyclohomocitral, directly. Addition of beta-cyclohomocitral is indicated to produce in perfumes, woody, camphoraceous, green, earthy and rosey notes, or enhance in perfume compositions and perfumed articles, floral (especially rosey) notes.

Inventors

• 👤 Alan Owen Pittet
• 👤 Erich Manfred Klaiber
• 👤 Manfred Hugo Vock
• 👤 Edward J. Shuster
• 👤 Joaquin Vinals

Bibliographic Details