International Flavors & Fragrances Inc.

Ronald P Schreck

William L Schreiber

Kenneth K Light

John B Hall

Ranya Muralidhara

Takao Yoshida

Joseph A McGhie

Loren B Schreiber

Manfred H Vock

Frederick L Schmitt

Joaquin F Vinals

Jacob Kiwala

Described is a process for preparing solanone and norsolanadione wherein in preparing solanone, the compound having the structure: ##STR1## or a mixture of compounds defined according to the structure: ##STR2## is reacted with methyl lithium and the resulting intermediate is hydrolyzed and the resulting compound is dehydrated and wherein in preparing norsolanadione this compound or mixture of compounds is reacted with ethylene glycol or propylene glycol thereby forming a ketal and the resulting ketal is reacted with methyl lithium and the resulting intermediate is then hydrolyzed in the presence of acid in which one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents a carbon-carbon double bond.

Process for producing solanone, norsolanadione and intermediates therefor

Described is a process for preparing solanone and norsolanadione, both useful as tobacco flavorants.

Described is a process for preparing solanone and norsolanadione using chemical intermediates: which provide an organoleptically improved smoking tobacco product and additives therefor.

The invention provides an organoleptically improved smoking tobacco product and additives therefor as well as methods of making the same.

Described is the use of compounds defined according to the structure: ##STR1## wherein R represents hydrogen or acetyl in augmenting or enhancing the aroma or taste of smoking tobacco compositions or smoking tobacco articles.

Uses of methyl phenyl pentanol derivatives in augmenting or enhancing

Described is a process for preparing solanone and norsolanadione using chemical intermediates defined according to the generic structure: ##STR1## wherein X is one of the moieties: ##STR2## wherein R represents hydrogen or methyl; wherein Y represents one of the structures: ##STR3## wherein one of the dashed lines represents a carbon-carbon single bond and the other of the dashed lines represents a carbon-carbon double bond; with the provisos that:

Described is a process for augmenting or enhancing the aroma or taste of foodstuffs and chewing gums comprising the step of adding to a foodstuff composition or chewing gum composition, an aroma or taste augmenting or enhancing quantity of at least one of the two compounds having the structures: ##STR1##

Use of esters of 1-acetyl cyclohexanol in augmenting or enhancing the

Described is a process for preparing several substituted or unsubstituted cycloalkyl acyl alkanoates defined according to the generic structure: ##STR1## wherein R.sub.1 and R.sub.2 taken together complete a cycloalkyl moiety or methyl, dimethyl or trimethyl substituted cycloalkyl moiety containing five or six carbon atoms in the ring and wherein R.sub.3 is C.sub.1 -C.sub.3 lower alkyl and R.sub.4 is methyl or hydrogen by reacting a compound having the generic structure: ##STR2## in an aqueous silver-ion containing solution having a weakly acidic pH at elevated temperatures. The compounds so produced are useful for their organoleptic properties in consumable materials, such as foodstuffs, foodstuff flavorants, chewing gums, chewing gum flavorants, toothpastes, toothpaste flavorants, medicinal products, medicinal product flavorants, chewing tobaccos, chewing tobacco flavorants, smoking tobaccos, smoking tobacco flavorants, perfume compositions, perfumed articles, such as cationic, anionic, nonionic and zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, textile sizing agents and optical brighteners for textiles as well as colognes.

Alkyl esters of 1-alkanoyl cycloalkanols and organoleptic uses thereof

Described is a process for preparing several substituted or unsubstituted cycloalkyl acyl alkanolates defined according to the generic structure: ##STR1## wherein R.sub.1 and R.sub.2 taken together complete a cycloalkyl moiety or methyl, dimethyl or trimethyl substituted cycloalkyl moiety containing five or six carbon atoms in the ring and wherein R.sub.3 is C.sub.1 -C.sub.3 lower alkyl and R.sub.4 is methyl or hydrogen by reacting a compound having the generic structure: ##STR2## in an aqueous silver-ion containing solution having a weakly acidic pH at elevated temperatures. The compounds so produced are useful for their organoleptic properties in consumable materials, such as foodstuffs, foodstuff flavorants, chewing gums, chewing gum flavorants, toothpastes, toothpaste flavorants, medicinal products, medicinal product flavorants, chewing tobaccos, chewing tobacco flavorants, smoking tobaccos, smoking tobacco flavorants, perfume compositions, perfumed articles, such as cationic, anionic, nonionic and zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, textile sizing agents and optical brighteners for textiles as well as colognes.

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Old Bridge, NJ, United States of America

Ronald P Schreck