Pyran as floral odorant

Patent metadata

Field	Value
Publication number	US-9382501-B2
Application number	US-201414767560-A
Country	US
Kind code	B2
Filing date	Feb 4, 2014
Priority date	Feb 12, 2013
Publication date	Jul 5, 2016
Grant date	Jul 5, 2016

Abstract

The present invention relates to a composition of matter comprising 1) at least 70% of at least a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents —a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or —a CH 2 group bonded with C4 and C5 and the dotted line represents a carbon-carbon single bond; 2) at most 30% of at least a compound of formula (II) in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents —a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or —a CH 2 group bonded with C4 and C5 and the dotted line represents a carbon-carbon single bond; and wherein the percentages are w/w percentages relative to the total weight of the composition. Said compositions are useful perfuming ingredients of the floral, lily of the valley type.

First claim

What is claimed is:

1. A compound of formula (IV′) or (IV″)

wherein X represent a hydrogen atom or a OR 1 group, R l being a C 1-4 alkyl group; and R represents
a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or
a CH 2 group bonded with C4 and C5 and the dotted line represents a carbon-carbon single bond; and

said compound (IV′) or (IV″) being in the form of any one of its stereoisomers or a mixture thereof.

2. A perfuming composition comprising
a composition of matter, comprising:
1) at least 70% of at least a compound of formula

in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents
a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or
a CH 2 group bonded with C4 and C5 and the dotted line represents a carbon-carbon single bond;

2) at most 30% of a compound of formula

in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents
a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or
a CH 2 group bonded with C4 and C5 and the dotted line represents a carbon-carbon single bond; and

wherein the percentages are w/w percentages relative to the total weight of the composition;

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.

3. The composition as recited in claim 2 comprising a perfuming consumer product characterized in that the perfumery consumer product is a perfume, a fabric care product, a body-care product, an air care product or a home care product.

4. A perfuming consumer product according to claim 3 , characterized in that the perfumery consumer product is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

5. The perfuming composition of claim 2 , wherein the dotted line and R have simultaneously the same meaning in formula (I) and (II).

6. The composition as recited in claim 5 , comprising a perfuming consumer product characterized in that the perfumery consumer product is a perfume, a fabric care product, a body-care product, an air care product or a home care product.

7. The composition as recited in claim 6 , wherein the perfumery consumer product is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

8. The perfuming composition of claim 2 , wherein R represents a hydrogen atom and the dotted line represents a carbon-carbon single or double bond.

9. The composition as recited in claim 8 , comprising a perfuming consumer product characterized in that the perfumery consumer product is a perfume, a fabric care product, a body-care product, an air care product or a home care product.

10. The composition as recited in claim 9 , wherein the perfumery consumer product is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

11. The perfuming composition of claim 2 , wherein the compounds of formula (I) represent at least 85%, and the compounds of formula (II) at most 15%, of the total weight of the composition.

12. The composition as recited in claim 11 , comprising a perfuming consumer product characterized in that the perfumery consumer product is a perfume, a fabric care product, a body-care product, an air care product or a home care product.

13. The composition as recited in claim 12 , wherein the perfumery consumer product is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

14. The perfuming composition of claim 2 , wherein the composition comprises 88% of 4-(4-hydroxy-4-methylpentyl)-3,6-dihydro-2H-pyran-2-carbaldehyde and 12% of 5-(4-hydroxy-4-methylpentyl)-3,6-dihydro-2H-pyran-2-carbaldehyde.

15. The composition as recited in claim 14 , comprising a perfuming consumer product characterized in that the perfumery consumer product is a perfume, a fabric care product, a body-care product, an air care product or a home care product.

16. A perfuming consumer product according to claim 15 , characterized in that the perfumery consumer product is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

17. 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 a perfuming ingredient of a composition of matter comprising:
1) at least 70% of a compound of formula

in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents
a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or
a CH 2 group bonded with C4 and C5 and the dotted line represents a carbon-carbon single bond;

2) at most 30% of a compound of formula

in the form of any one of its stereoisomers or a mixture thereof, and wherein R represents
a hydrogen atom and the dotted line represents a carbon-carbon single or double bond; or

Assignees

• Firmenich & Cie

Inventors

• Coulomb Julien

Classifications

• A61Q15/00

  Anti-perspirants or body deodorants (deodorisation of air A61L9/00) · CPC title

• C07D309/06

  Radicals substituted by oxygen atoms · CPC title

• C11D3/50

  Perfumes · CPC title

• A61Q5/06

  Preparations for styling the hair, e.g. by temporary shaping or colouring · CPC title

• A61K8/498

  having 6-membered rings or their condensed derivatives, e.g. coumarin · CPC title