Composition having a muguet odor

Patent metadata

Field	Value
Publication number	US-10526562-B2
Application number	US-201816342089-A
Country	US
Kind code	B2
Filing date	Jan 17, 2018
Priority date	Jan 18, 2017
Publication date	Jan 7, 2020
Grant date	Jan 7, 2020

Abstract

A composition of matter including:
a) at least one compound of formula (I)

in the form of any one of its isomers or a mixture thereof; wherein R 1 represents a hydrogen atom or a C 1-2 alkyl group; R 2 represents a hydrogen atom or a methyl group; and R represents a group of formula —[CH 2 ] n C(Me) 2 OH, wherein n is 0, 1 or 2; with R being, relative to position 1, an ortho, meta or para substituent of the aromatic ring; and
b) at least one compound of formula

in the form of any one of its isomers or a mixture thereof; wherein R 1 , R 2 and R have the same meaning as defined in formula (I);

uses of the composition of matter as perfuming ingredients, perfuming compositions and in consumer products, along with a process to prepare the composition of matter.

First claim

What is claimed is:

1. A composition of matter comprising:
a) at least one compound of formula

in the form of any one of its isomers or a mixture thereof; wherein R 1 represents a hydrogen atom or a C 1-2 alkyl group; R 2 represents a hydrogen atom or a methyl group; and R represents a group of formula [CH 2 ] n C(Me) 2 OH, wherein n is 1 or 2; said R being, relative to position 1, an ortho, a meta, a para substituent of the aromatic ring or a mixture thereof; and
b) at least one compound of formula

in the form of any one of its isomers or a mixture thereof; wherein R 1 , R 2 and R have the same meaning as defined in formula (I); said R being, relative to position 1, an ortho, a meta, a para substituent of the aromatic ring or a mixture thereof.

2. The composition according to claim 1 ; wherein the compound of formula (I) is of formula

in the form of any one of its stereoisomers or a mixture thereof, and
wherein n and R 1 have the same meaning as defined in claim 1 .

3. The composition according to claim 1 ; wherein the compound of formula (II) is of formula

wherein n and R 1 have the same meaning as defined in claim 1 .

4. The composition according to claim 1 , wherein R 1 is a hydrogen atom.

5. The composition according to claim 1 , wherein n is 1.

6. The composition according to claim 1 , wherein the composition comprises 2-(4-(2-hydroxy-2-methylpropyl)phenyl)propanal and 3-(4-(2-hydroxy-2-methylpropyl)phenyl)propanal.

7. The composition according to claim 6 ; wherein the composition comprises 3-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal in an amount comprised between 50% w/w and 99% w/w and 2-[4-(2-hydroxy-2-methylpropyl)phenyl]propanal in an amount comprised between 0.5% w/w and 49% w/w, relative to the weight of the composition of matter.

8. A perfuming composition comprising
i) at least a composition of matter 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.

9. A perfuming consumer product comprising at least a composition of matter as defined in claim 1 .

10. The perfuming consumer product according to claim 9 , wherein the perfumery consumer 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.

11. A perfuming consumer product according to claim 10 , wherein the perfumery consumer product is a fine perfume, a splash or eau de perfume, a cologne, an 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 cleaners, curtain-care products 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, hair remover, tanning or sun product, nail products, 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, furnisher care, wipe, a dish detergent or hard-surface detergent, a leather care product, a car care product.

12. A process to prepare the composition of matter as defined in claim 1 comprising the step of reacting allyl alcohol or crotyl alcohol with compound of formula

wherein R 1 and R have the same meaning in any one of claims 1 to 7 ; said R being, relative to position 1, an ortho, a meta, a para substituent of the aromatic ring or a mixture thereof; and X represents an iodide or a bromide atom or a diazo, a triflate or a tosylate group;
under Heck coupling conditions.

13. The process according to claim 12 , wherein process is performed in a presence of palladium (Pd 0 ) catalyst and a base.

14. 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 a composition of matter as defined in claim 1 .

15. A perfuming consumer product comprising a perfuming composition comprising
i) at least a composition of matter 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.

16. The perfuming consumer product according to claim 9 , wherein the perfumery consumer 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.

17. The perfuming consumer product according to claim 16 , wherein the perfumery consumer product is a fine perfume, a splash or eau de perfume, a cologne, an 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 cleaners, curtain-care products 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, hair remover, tanning or sun product, nail products, 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, furnisher care, wipe, a dish detergent or hard-surface detergent, a leather care product, a car care product.

Assignees

• Firmenich & Cie

Inventors

• Walther Eric
• Coulomb Julien

Classifications

• C07C47/27

  containing six-membered aromatic rings · CPC title

• C11B9/0061 Primary

  compounds containing a six-membered aromatic ring not condensed with another ring · CPC title

• C07C45/45

  by condensation · CPC title