Cyclohexanols and their use in perfume compositions

Patent metadata

Field	Value
Publication number	US-9975835-B2
Application number	US-201615223588-A
Country	US
Kind code	B2
Filing date	Jul 29, 2016
Priority date	Jul 21, 2014
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

The present invention is directed to novel fragrance compounds and their unexpected advantageous use in improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of the compounds, wherein the compounds are represented by the following formula:

an isomer or a mixture of isomers thereof,
wherein one of R and R′ represents hydrogen with the other representing a C 1 -C 6 linear, branched, or cyclic alkyl, alkenyl, alkynyl or aromatic group; and
one of the dashed lines represents a carbon-carbon single bond with the other representing a carbon-carbon double bond.

First claim

What is claimed is:

1. A fragrance formulation containing an olfactory acceptable amount of a compound of formula:

an isomer or a mixture of isomers thereof,
wherein one of R and R′ represents hydrogen with the other representing a C 1 -C 6 linear, branched, or cyclic alkyl, alkenyl, alkynyl or aromatic group; and
one of the dashed lines represents a carbon-carbon single bond with the other representing a carbon-carbon double bond.

2. The fragrance formulation of claim 1 , wherein the compound is a compound of formula:

an isomer or a mixture of isomers thereof,
wherein one of R 1 and R 2 represents hydrogen with the other representing a C 1 -C 6 linear, branched or cyclic alkyl group; and
one of the dashed lines represents a carbon-carbon single bond with the other representing a carbon-carbon double bond.

3. The fragrance formulation of claim 1 , wherein the compound is a compound of formula:

an isomer or a mixture of isomers thereof,
wherein one of R 1 and R 2 represents hydrogen with the other representing a C 1 -C 6 linear, branched or cyclic alkyl group.

4. The fragrance formulation of claim 3 , wherein the compound is selected from the group consisting of:
(E)-4-Ethylidene-2-methoxy-cyclohexanol;
(Z)-4-Ethylidene-2-methoxy-cyclohexanol;
(E)-5-Ethylidene-2-methoxy-cyclohexanol;
(Z)-5-Ethylidene-2-methoxy-cyclohexanol;
(E)-4-Ethylidene-2-ethoxy-cyclohexanol;
(Z)-4-Ethylidene-2-ethoxy-cyclohexanol;
(E)-5-Ethylidene-2-ethoxy-cyclohexanol;
(Z)-5-Ethylidene-2-ethoxy-cyclohexanol;
(E)-4-Ethylidene-2-propoxy-cyclohexanol;
(Z)-4-Ethylidene-2-propoxy-cyclohexanol;
(E)-5-Ethylidene-2-propoxy-cyclohexanol;
(Z)-5-Ethylidene-2-propoxy-cyclohexanol;
(E)-4-Ethylidene-2-isopropoxy-cyclohexanol;
(Z)-4-Ethylidene-2-isopropoxy-cyclohexanol;
(E)-5-Ethylidene-2-isopropoxy-cyclohexanol;
(Z)-5-Ethylidene-2-isopropoxy-cyclohexanol; and
a mixture thereof.

5. The fragrance formulation of claim 1 further comprising a product selected from the group consisting of a perfume, a cologne, toilet water, a cosmetic product, a personal care product, a fabric care product, a cleaning product and an air freshener.

6. The fragrance formulation of claim 5 , wherein the cleaning product is selected from the group consisting of a detergent, a dishwashing composition, a scrubbing compound, and a window cleaner.

7. The fragrance formulation of claim 1 , wherein the olfactory acceptable amount is from about 0.005 to about 50 weight percent of the fragrance formulation.

8. The fragrance formulation of claim 1 , wherein the olfactory acceptable amount is from about 0.5 to about 25 weight percent of the fragrance formulation.

9. The fragrance formulation of claim 1 , wherein the olfactory acceptable amount is from about 1 to about 10 weight percent of the fragrance formulation.

Assignees

• Int Flavors & Fragrances Inc

Inventors

• Jones Paul D
• Weiss Richard A
• Belko Robert P
• Boden Richard M
• Monteleone Michael G

Classifications

• C11B9/0034

  the ring containing six carbon atoms · CPC title

• C07C43/196 Primary

  containing hydroxy or O-metal groups · CPC title

• C07C41/32

  by isomerisation · CPC title

• C07C41/20

  by hydrogenation of carbon-to-carbon double or triple bonds · CPC title

• C07C41/03

  by reaction of oxirane rings with hydroxy groups · CPC title