# US 9,517,992 B2 · Organic compounds

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- Number: US 9,517,992 B2
- Document ID: US9517992B2
- Status: Granted
- Kind: B2
- Application number: 14/398,064
- Filed: 2013-03-15
- Published: 2015-04-23
- Granted: 2016-12-13
- Earliest claimed: 2012-05-16
- Assignees: Givaudan SA
- Applicants: Givaudan, S.A.
- Inventors: Philip Kraft
- Web page: https://patentgrep.com/patent/US9517992B2

## CPC

- C07C 49/203: with only carbon-to-carbon double bonds as unsaturation
- C07C 49/04: Saturated compounds containing keto groups bound to acyclic carbon atoms
- C11B 9/0015: {containing oxygen as the only heteroatom}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C11B: PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES (drying-oils C09F)

## Abstract

Branched optionally unsaturated ketones particularly useful in providing typical and characteristic orris facets to perfume compositions.

## Claims

### Claim 1

A compound of the formula (I)
wherein
R and R1 are independently selected from hydrogen and methyl;
the bond between C-3 and C-4 and the bond between C-5 and C-6 are single bonds; or
the dotted line together with the bond between C-3 and C-4 and the bond between C-5 and C-6 represent double bonds,
the compound of formula (I) being characterized by its orris odor.

### Claim 2 (depends on 1)

The compound according to claim 1 wherein the dotted line together with the bond between C-3 and C-4 and the bond between C-5 and C-6 represent double bonds, and both double bonds are in (E)-configuration.

### Claim 3 (depends on 2)

The compound according to claim 2 selected from (3E,5E)-5-tert-butylocta-3,5-dien-2-one, (3E,5E)-5-(tert-pentyl)octa-3,5-dien-2-one, and (3E,5E)-5-(tert-butyl)-7-methylnona-3,5-dien-2-one.

### Claim 4 (depends on 1)

The compound according to claim 1 selected from the group consisting of 5-tert-butylocta-3,5-dien-2-one, 5-(tert-pentyl)octa-3,5-dien-2-one, 5-(tert-butyl)-7-methylnona-3,5-dien-2-one, 5-tert-butyloctan-2-one, 6,6-dimethyl-5-propyloctan-2-one, and 5-tert-butyl-7-methylnonan-2-one.

### Claim 5

A method of using a compound of formula (I) as a fragrance ingredient, comprising a step of utilizing the compound of formula (I) to form a fragrance
wherein
R and R1 are independently selected from hydrogen and methyl;
the bond between C-3 and C-4 and the bond between C-5 and C-6 are single bonds; or
the dotted line together with the bond between C-3 and C-4 and the bond between C-5 and C-6 represent double bonds,
the compound of formula (I) being characterized by its orris odor.

### Claim 6 (depends on 5)

The method according to claim 5, wherein the compound of formula (I) wherein the dotted line together with the bond between C-3 and C-4 and the bond between C-5 and C-6 represent double bonds, and both double bonds are in (E)-configuration.

### Claim 7

A fragrance composition or a perfumed product comprising a compound of formula (I)
wherein
R and R1 are independently selected from hydrogen and methyl;
the bond between C-3 and C-4 and the bond between C-5 and C-6 are single bonds; or
the dotted line together with the bond between C-3 and C-4 and the bond between C-5 and C-6 represent double bonds,
the compound of formula (I) being characterized by its orris odor.

### Claim 8 (depends on 7)

The perfumed product according to claim 7 wherein the product is selected from fine perfumery, fabric care, household products, beauty and personal care products, and air care products.

### Claim 9

A method of improving, enhancing, or modifying a consumer product base comprising the step of adding thereto an olfactorily acceptable amount of at least one compound of formula (I)
wherein
R and R1 are independently selected from hydrogen and methyl;
the bond between C-3 and C-4 and the bond between C-5 and C-6 are single bonds; or the dotted line together with the bond between C-3 and C-4 and the bond between C-5 and C-6 represent double bonds,
the at least one compound of formula (I) being characterized by its orris odor.
