Green odorant

Patent metadata

Field	Value
Publication number	US-12441952-B2
Application number	US-202117757001-A
Country	US
Kind code	B2
Filing date	Jan 21, 2021
Priority date	Jan 24, 2020
Publication date	Oct 14, 2025
Grant date	Oct 14, 2025

Abstract

Described herein is a method of using, as a perfuming ingredients, a composition of matter including a compound of formula (I) and a compound of formula (II, which are useful perfuming ingredients of the green, floral/rosy type. Also described herein are a perfuming composition and a perfuming consumer product including same.

First claim

The invention claimed is:

1. A method to confer, enhance, improve or modify the odor properties of a perfuming composition or a perfumed article, which method comprises adding to said composition or article an effective amount of a composition of matter comprising:
i 40 to 60% w/w of compound of formula (I)

in the form of any one of its stereoisomers or as a mixture thereof, wherein carbon 5 of the cyclohexenyl group has an absolute R configuration, the dotted line represents a carbon-carbon single bond or a carbon-carbon double bond and R 1 represents a hydrogen atom or a C 1-3 alkyl group; and
ii) 40 to 60% w/w of compound of formula (II)

in the form of any one of its stereoisomers or as a mixture thereof, wherein the dotted line and R 1 have the same meaning as in formula (I);
the percentage being relative to the total weight of the composition of matter.

2. The method according to claim 1 , wherein the dotted line in formula I or formula II is a carbon-carbon single bond.

3. The method according to claim 1 , wherein R 1 in formula I or formula II is a hydrogen atom or a methyl group.

4. The method according to claim 1 , wherein the composition of matter comprises:
i) 40 to 60% w/w of compound of formula (I), wherein the compound of formula (I) is according to formula (III)

wherein carbon 5 of the cyclohexenyl group has an absolute R configuration; and
ii) 40 to 60% w/w of compound of formula (II), wherein the compound of formula (II) is according to formula (IV)

wherein carbon 4 of the cyclohexenyl group has an absolute S configuration;
the percentage being relative to the total weight of the composition of matter.

5. The method according to claim 4 , wherein the compound of formula (III) has an enantiomeric excess (ee) of at least 80%.

6. The method according to claim 4 , wherein the compound of formula (IV) has an enantiomeric excess (ee) of at least 50%.

7. A composition of matter comprising:
i) 40 to 60% w/w of compound of formula (I)

in the form of any one of its stereoisomers or as a mixture thereof, wherein carbon 5 of the cyclohexenyl group has an absolute R configuration, the dotted line represents a carbon-carbon single bond or a carbon-carbon double bond and R 1 represents a hydrogen atom or a C 1-3 alkyl group; and
ii) 40 to 60% w/w of compound of formula (II)

in the form of any one of its stereoisomers or as a mixture thereof, wherein the dotted line and R 1 have the same meaning as in formula (I);
the percentage being relative to the total weight of the composition of matter.

8. A perfuming composition comprising
i) at least the composition of matter according to claim 7 ;
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 perfumed consumer product comprising the perfuming composition according to claim 8 .

10. The perfumed consumer product according to claim 9 , wherein the perfumed 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. The perfumed consumer product according to claim 10 , wherein 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 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, a tanning or sun product, nail products, a skin cleansing, a makeup, a perfumed soap, shower or bath mousse, oil or gel, 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.

12. The method according to claim 1 , wherein the composition of matter possesses odor properties comprising rosy and/or floral notes.

13. The method according to claim 1 , wherein the composition of matter possesses odor properties lacking citrus, violet leaf/pyrazine, fruity, watery, and/or aldehydic notes.

Assignees

• Firmenich & Cie

Inventors

• Mosimann Hervé
• Birkbeck Anthony Alexander

Classifications

• C07C29/106

  of oxiranes · CPC title

• C07C13/20

  with a cyclohexene ring · CPC title

• C07C35/17

  with unsaturation only outside the ring · CPC title

• C07C45/513

  the singly bound functional group being an etherified hydroxyl group · CPC title

• C07C5/05

  Partial hydrogenation · CPC title