Fritzsche Dodge & Olcott Inc.

Basf K&f

Basf Corporation

Fritzsche Dodge & Oloctt Inc.

Robert G Eilerman

Brian J Willis

Philip A Christenson

John M Yurecko, Jr

John M Yurecko

Frank Fischetti, Jr

Thomas Zebovitz

Brian J Drake

Paul J Riker

Gregory V Page

Frank Mild

Peter E Kucharski

The present invention relates to novel substituted cyclohexanol compounds possessing a sandalwood aroma which are useful as fragrance materials. The invention also provides methods for synthesis thereof through a novel aldehyde intermediate. The compounds of the invention have the formula: ##STR1## wherein A is ##STR2## and wherein R.sub.1 is methyl or ethyl, R.sub.2 -R.sub.7 are independently hydrogen or methyl with the proviso that a maximum of two of the substituents R.sub.2 -R.sub.7 are methyl, and R.sub.8 is hydrogen, lower alkyl (C.sub.1 to C.sub.5) or acyl. The invention also provides fragrance compositions which utilize the compounds of the invention to impart a sandalwood aroma to perfume compositions, colognes and perfumed articles.

Sandalwood odorants

This invention provides novel cyclic acetals useful as delayed release flavorants and odorants having the general formula: ##STR1## These compounds possess no detectable flavor or odor themselves at normal temperatures and atmospheric conditions but release an aldehyde flavorant upon heating at higher temperatures. The novel cyclic acetals of the present invention may be used as flavorants in tobacco compositions or tobacco substitutes, as sustained flavorants and odorants to mask or enhance the flavors and odors of burning tobacco products, as flavor additives to microwaveable foods, and in the preparation of chewing gums.

Cyclic acetals

Menthyl pyran compounds are provided repesented by the formula 1: ##STR1## wherein R is H or lower acyl or 1-3 carbon atoms; R' is H, hydroxyl, or C.sub.1-3 acyloxy, and the dotted line represents an optional double bond. Use of the compounds provides a menthol note upon pyrolysis or hydrolysis. Smoking compositions containing a compound of formula 1 are also included.

Menthyl pyran and smoking compositions compounds

The present invention relates to novel substituted cyclohexanol compounds possessing a sandalwood aroma which are useful as fragrance materials. The invention also provides methods for synthesis thereof through a novel aldehyde intermediate. The compounds of the invention have the formula: ##STR1## and wherein R.sub.1 is methyl or ethyl, R.sub.2 -R.sub.7 are independently hydrogen or methyl with the proviso that a maximum of two of the substituents R.sub.2 -R.sub.7 are methyl, and R.sub.8 is hydrogen, lower alkyl (C.sub.1 or C.sub.5) or acyl. The invention also provides fragrance compositions which utilize the compounds of the invention to impart a sandalwood aroma to perfume compositions, colognes and perfumed articles.

A process for the preparation of gamma and delta lactones from organic carboxylic acids or derivatives thereof is disclosed. The process comprises cultivating, under aerobic conditions, a fungus of the genus Mucor in a suitable medium containing the carboxylic acid or a derivative thereof.

Process for the preparation of gamma and delta lactones

This invention provides oxygen or sulfur containing compounds possessing fruity, floral, or woody odors. These compounds may be used to fragrance or flavor a variety of consumer products such as tobacco products, foodstuffs, beverages, gums, mouthwashes, toothpastes, cosmetics, pharmaceutical preparations, and medicinal products. The disclosure also provides a process for the preparation of these compounds.

Sulfur containing acyclic terpenes

Novel Oxo-ionol derivatives are described which have a but-1-en-3-ol carbonate side chain. These derivatives are stable tobacco enhancers which impart a slight hay-like flavor to tobacco smoke.

Novel oxo-ionol carbonates useful as tobacco flavorants

Oxo-ionol carbonates

The invention relates to a process for preparing compounds having the general structure: ##STR1## wherein R is hydrogen or an acyclic or alicyclic fragment containing between one and about ten carbon atoms, and R.sub.1 is hydrogen or an alkyl containing between one and about four carbon atoms or an aryl group.

Functionalization of terminal trisubstituted alkenes and derivatives

The present invention relates to substituted cyclohexane derivatives having the structure: ##STR1## wherein the dotted line may be a carbon-carbon double bond or a carbon-carbon single bond; wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 may be hydrogen or lower alkyl; wherein Z may be any of the following: ##STR2## wherein R.sub.9 may be hydrogen or lower alkyl; and wherein R.sub.10 and R.sub.11 are lower alkyl. This invention also provides methods of preparing and using the compounds as odor-modifying ingredients in perfumes and perfumed products, and as flavor-modifying ingredients in foodstuffs and tobacco products.

Substituted cyclohexane derivatives

The invention discloses perfume compositions containing one or more phenylethynyl carbinol compounds along with conventional perfume ingredients. The phenylethynyl carbinol compounds have the formula: ##STR1## wherein R.sub.1 and R.sub.2 is the same or different lower alkyl.

Perfume composition containing phenylethynyl carbinols

Alicyclic ketone and alcohol derivatives having the structure: ##STR1## wherein the dotted line represents a carbon-carbon double bond or a carbon-carbon single bond; wherein Z is ##STR2## and wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, and R.sub.5 is hydrogen or lower alkyl are useful as odor-modifying ingredients in perfumes and perfumed products and as flavor-modifying ingredients in foodstuffs and tobacco products. These derivatives may be prepared from substituted phenols having the structure: ##STR3##

Alicyclic ketone and alcohol derivatives

The flavoring compositions and flavored comestibles of this invention include alkyl 2,3-dihydro-3(1'-hydroxyalkylidene)-2-oxo-5-alkylfuran-4-carboxylates in amounts capable of significantly enhancing the flavor of the flavoring compositions or flavored comestibles. For example, butterscotch flavors are materially improved in smoothness and certain fruit flavors are given greater richness and ripeness when the carboxylates of this invention are incorporated therein. Similarly, fruit flavored carbonated soft drinks which include the carboxylates possess enhanced flavors.

Growing community of inventors

Merrick, NY, United States of America

Robert G Eilerman