Cyclamen odorant

Patent metadata

Field	Value
Publication number	US-10876069-B2
Application number	US-201816627001-A
Country	US
Kind code	B2
Filing date	Jul 5, 2018
Priority date	Jul 18, 2017
Publication date	Dec 29, 2020
Grant date	Dec 29, 2020

Abstract

Described herein are compounds of formula (I)

in the form of any one of its stereoisomers or a mixture thereof, and wherein each R 1 , independently from each other, represents a hydrogen atom or a methyl group; R 2 and R 3 represent, independently from each other, a C 1-2 linear alkyl group or a C 3-5 linear or branched alkyl group; R 2 and R 3 , when taken together, represent a C 2-5 linear, branched alkanediyl and one dotted line represents a carbon-carbon single bond and the second one a carbon-carbon double bond. Also described herein are methods of using compounds of formula (I) as a perfuming ingredient of the floral type and as part of a perfuming composition or of a perfumed consumer product.

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 each R 1 , independently from each other, represents a hydrogen atom or a methyl group; R 2 and R 3 represent, independently from each other, a C 1-2 linear alkyl group or a C 3-5 linear or branched alkyl group; or R 2 and R 3 , when taken together, represent a C 2-5 linear, branched alkanediyl group and one dotted line represents a carbon-carbon single bond and the second one a carbon-carbon double bond.

2. 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 1 , R 2 and R 3 have the same meaning as defined in claim 1 .

3. The compound according claim 1 , characterized in that one R 1 is a hydrogen atom and the other two R 1 may each independently be a hydrogen atom or a methyl group.

4. The compound according to claim 1 , characterized in that each R 1 is a hydrogen atom.

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

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

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

8. The compound according to claim 1 , characterized in that the compound of formula (I) is 3-(4-ethyl-4-methyl-1-cyclohexen-1-yl)propanal, 3-spiro[4.5]dec-7-en-8-ylpropanal, 3-(spiro[5.5]undec-2-en-3-yl)propanal or 3-(4,4-diethylcyclohex-1-en-1-yl)propanal.

9. A method of imparting a cyclamen odor note to a perfuming composition or a perfumed article, wherein the method comprises adding to said perfuming composition or perfumed article an effective amount of at least a compound of formula (I) as defined in claim 1 .

10. 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.

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

12. The perfumed consumer product according to claim 11 , 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.

13. The perfumed consumer product according to claim 12 , characterized in that the perfumed consumer product is a fine perfume, a splash or eau de perfume, 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 product, 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.

14. A perfumed consumer product comprising a composition as defined in claim 10 .

15. The perfumed consumer product according to claim 14 , 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.

16. The perfumed consumer product according to claim 15 , characterized in that the perfumed consumer product is a fine perfume, a splash or eau de perfume, 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 product, 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.

Assignees

• Firmenich & Cie

Inventors

• Birkbeck Anthony Alexander
• Chapuis Christian

Classifications

• C07C2602/50

  Spiro compounds · CPC title

• C07C47/225 Primary

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

• C11B9/0057

  Spiro compounds · CPC title

• C11B9/0034 Primary

  the ring containing six carbon atoms · CPC title

• C07C2601/14

  The ring being saturated · CPC title