Cyclohexene derivatives as perfuming ingredients

Patent metadata

Field	Value
Publication number	US-10934240-B2
Application number	US-201816492778-A
Country	US
Kind code	B2
Filing date	Mar 15, 2018
Priority date	Mar 15, 2017
Publication date	Mar 2, 2021
Grant date	Mar 2, 2021

Abstract

The present invention concerns a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof, and wherein n is 0 or 1; R and R′, independently from each other, represent a hydrogen atom or a C 1-2 linear alkyl group provided that one of said groups represents a hydrogen atom and the other a C 1-2 linear alkyl group; each R 1 , independently from each other, represents a hydrogen atom or a methyl group; and R 2 and R 3 represent, independently of each other, a C 1-3 linear alkyl group; or R 2 and R 3 , when taken together, represent a C 4-5 linear, branched alkanediyl or alkenediyl. The use of compound of formula (I) as perfuming ingredients of floral type and the invention's compounds as part of a perfuming composition or of a perfuming consumer product are also part of the present invention.

First claim

The invention claimed is:

1. A compound of formula

in the form of any one of its stereoisomers or a mixture thereof, and wherein n is 0 or 1; R and R′, independently from each other, represent a hydrogen atom or a C 1-2 linear alkyl group provided that one of said groups represents a hydrogen atom and the other a C 1-2 linear alkyl group; each R 1 , independently from each other, represents a hydrogen atom or a methyl group; and R 2 and R 3 represent, independently of each other, a C 1-3 linear alkyl group; or R 2 and R 3 , when taken together, represent a C 4-5 linear or branched alkanediyl or alkenediyl.

2. The compound according to claim 1 , characterized in that n is 0.

3. The compound according to claim 1 , characterized in that R 1 is hydrogen atom.

4. The compound according to claim 1 , characterized in that the compound is of formula

in the form of any one of its stereoisomers or a mixture thereof and wherein; R and R′, independently from each other, represent a hydrogen atom or a C 1-2 linear alkyl group provided that one of said groups represents a hydrogen atom and the other a C 1-2 linear alkyl group; and R 2 and R 3 represent, independently of each other, a C 1-3 linear alkyl group; or R 2 and R 3 , when taken together, represent a C 4-5 linear or branched alkanediyl or alkenediyl.

5. The compound according to claim 1 , characterized in that R 2 is a methyl group.

6. The compound according to claim 1 , characterized in that R 3 is a methyl group.

7. The compound according to claim 1 , characterized in that R 2 and R 3 , when taken together, are a C 4 linear alkanediyl.

8. The compound according to claim 1 , characterized in that R and R′, independently from each other, represent a hydrogen atom or a methyl group provided that one of said groups represents a hydrogen atom and the other a methyl group.

9. The compound according to claim 1 , characterized in that the compound of formula (I) is a mixture comprising 3-(4-isopropyl-6-methyl-1-cyclohexen-1-yl)propanal and 3-(4-isopropyl-2-methyl-1-cyclohexen-1-yl)propanal.

10. A method to confer, enhance, improve or modify the odor properties of a perfuming composition or of a perfumed article, which method comprises adding to said composition or article an effective amount of at least one compound of formula (I) as defined in claim 1 .

11. A method of using a compound of formula (I) as defined in claim 1 , the method comprising using the compound of formula (I) as a perfuming ingredient.

12. A perfuming composition comprising:
i) at least one compound of formula (I), as defined in claim 1 ;
ii) at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and
iii) optionally at least one perfumery adjuvant.

13. A perfumed consumer product comprising at least one compound of formula (I), as defined in claim 1 .

14. The perfumed consumer product according to claim 13 , characterized in that the product is a perfume, a fabric care product, a body-care product, a cosmetic preparation, a skin-care product, an air care product or a home care product.

15. The perfumed consumer product according to claim 14 , characterized in that the perfumery consumer product is a fine perfume, a splash or eau de parfum, a cologne, a shave or after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a carpet cleaner, a curtain-care product, a shampoo, a coloring preparation, a color care product, a hair shaping product, a dental care product, a disinfectant, an intimate care product, a hair spray, a vanishing cream, a deodorant or antiperspirant, a hair remover, a tanning or sun product, a nail product, a skin cleansing, a makeup, a perfumed soap, shower or bath mousse, oil or gel, or a foot/hand care products, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a mold remover, a furnisher care, a wipe, a dish detergent or hard-surface detergent, a leather care product or a car care product.

16. A perfumed consumer product comprising the composition as defined in claim 12 .

17. The compound according to claim 9 , characterized in that the compound of formula (I) is the mixture comprising 3-(4-isopropyl-6-methyl-1-cyclohexen-1-yl)propanal and 3-(4-isopropyl-2-methyl-1-cyclohexen-1-yl)propanal in a respective molar ratio of 25:75.

Assignees

• Firmenich & Cie

Inventors

• Birkbeck Anthony Alexander

Classifications

• C07C2601/16

  the ring being unsaturated · CPC title

• C11B9/0034

  the ring containing six carbon atoms · CPC title

• C07C47/225 Primary

  containing rings other than six-membered aromatic rings · CPC title