# US 4,392,993 A · Alicyclic unsaturated compounds, their preparation and use of same as perfume ingredients

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- Number: US 4,392,993 A
- Document ID: US4392993A
- Status: Granted
- Kind: A
- Application number: 06/286,269
- Filed: 1981-07-23
- Granted: 1983-07-12
- Earliest claimed: 1980-08-22
- Assignees: Firmenich SA
- Inventors: Alan F. Thomas; Ferdinand Naf
- Web page: https://patentgrep.com/patent/US4392993A

## CPC

- C11B 9/0034: {the ring containing six carbon atoms}
- C07C 403/08: by hydroxy groups
- C07C 403/16: not being part of —CHO groups
- C07C 2601/16: the ring being unsaturated
- 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)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

New alicyclic unsaturated compounds useful as perfume ingredients and perfume compositions containing same. The new compounds have formula ##STR1## possessing a methyl group attached to the carbon atom at position 3 or 4 of the ring and one double bond in one of the positions of the carbonyl side chain as indicated by the dotted line. Process for their preparation from new hydroxy compounds of formula ##STR2##

## Claims

### Claim 1

A compound of formula ##STR6## possessing a methyl group attached to the carbon atom at position 3 or 4 of the ring and one double bond in one of the positions of the carbonyl side chain as indicated by the dotted line.

### Claim 2

1-(1,3-Dimethyl-cyclohex-3-en-1-yl)-but-2-en-1-one.

### Claim 3

1-(1,4-Dimethyl-cyclohex-3-en-1-yl)-but-2-en-1-one.

### Claim 4

1-(1,3-Dimethyl-cyclohex-3-en-1-yl)-but-3-en-1-one.

### Claim 5

1-(1,4-Dimethyl-cyclohex-3-en-1-yl)-but-3-en-1-one.

### Claim 6 (depends on 1, 2, 3, 4, 5)

Method for improving, enhancing or modifying the odour properties of perfumes or perfumed articles, which comprises the step of adding thereto a small but olfactively effective amount of at least one of the compounds of claims 1 to 5.

### Claim 7 (depends on 1, 2, 3, 4, 5)

A perfume composition which comprises as effective ingredient at least one of the compounds of claims 1 to 5.