Benzodioxanones and organoleptic uses thereof

Abstract

Abstract Described are the bicyclic compounds having the generic structure: ##STR1## wherein Z is benzo or cyclohexano and processes for preparing same and compositions containing same for use in augmenting or enhancing the aroma and/or taste of foodstuffs, chewing gums, toothpastes and medicinal products; tobacco; perfumes, colognes and perfumed articles, produced by a process described by the reaction: ##STR2## wherein X is chloro or bromo; Y is chloro, bromo or OR; R is C 1 -C 3 lower alkyl, that is: methyl, ethyl, n-propyl or i-propyl; B is MOH, MH, MOR', trialkylamine, or M 2 -CO 3 (wherein M is alkali metal such as sodium or potassium); and R' is C 1 -C 5 lower alkyl, such as methyl, ethyl, n-propyl, i-propyl and t-butyl with the proviso that B is trialkylamine or an alkali metal carbonate when Y is chloro or bromo and B is MOH, MH or MOR' when Y is OR. The above mentioned compounds produce: A. In foodstuffs, chewing gums and medicinal products, a sweet, green, fruity, coumarinic, marzipan-like aroma and taste. B. In tobacco, a sweet, spicy, vanilla-like, woody, hay, tobacco-like aroma prior to smoking and a sweet, spicy, hay, tobacco-like aroma on smoking. C. In perfumes, colognes and perfumed articles, sweet, fruity, and green aroma nuances.

Inventors

• 👤 Mark A. Sprecker
• 👤 John B. Hall
• 👤 Frederick L. Schmitt

Bibliographic Details