Nitrile compound
US-2015353480-A1 · Dec 10, 2015 · US
US10982172B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10982172-B2 |
| Application number | US-201916659999-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 22, 2019 |
| Priority date | Oct 24, 2018 |
| Publication date | Apr 20, 2021 |
| Grant date | Apr 20, 2021 |
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The present invention relates to novel compounds and their use as fragrance materials.
Opening claim text (preview).
What is claimed is: 1. A compound of formula: wherein R represents H; one of the dashed lines in the ring represents a carbon-carbon single bond with the other representing a carbon-carbon double bond; the dashed line in the chain represents a carbon-carbon single bond or a carbon-carbon double bond, with the proviso that when the dashed line in the chain represents a carbon-carbon double bond, R is absent; and the compound is selected from the group consisting of: (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; and a mixture thereof. 2. The compound of claim 1 , wherein the compound is the mixture of (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one and (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one. 3. A fragrance formulation comprising an olfactory acceptable amount of a compound of formula: wherein R represents H; one of the dashed lines in the ring represents a carbon-carbon single bond with the other representing a carbon-carbon double bond; the dashed line in the chain represents a carbon-carbon single bond or a carbon-carbon double bond, with the proviso that when the dashed line in the chain represents a carbon-carbon double bond, R is absent; and the compound is selected from the group consisting of: (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; and a mixture thereof. 4. The fragrance formulation of claim 3 , wherein the compound is the mixture of (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one and (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one. 5. The fragrance formulation of claim 3 , wherein the olfactory acceptable amount is from about 0.005 to about 50 weight percent of the fragrance formulation. 6. The fragrance formulation of claim 3 , wherein the olfactory acceptable amount is from about 0.5 to about 25 weight percent of the fragrance formulation. 7. The fragrance formulation of claim 3 , wherein the olfactory acceptable amount is from about 1 to about 10 weight percent of the fragrance formulation. 8. A method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of a compound of formula: wherein R represents H; one of the dashed lines in the ring represents a carbon-carbon single bond with the other representing a carbon-carbon double bond; the dashed line in the chain represents a carbon-carbon single bond or a carbon-carbon double bond, with the proviso that when the dashed line in the chain represents a carbon-carbon double bond, R is absent; and the compound is selected from the group consisting of: (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one; (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-ol; and a mixture thereof. 9. The method of claim 8 , wherein the compound is the mixture of (E)-1-((1R,6R)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1S,6S)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one, (E)-1-((1R,6S)-4,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one and (E)-1-((1S,6R)-3,6-dimethylcyclohex-3-en-1-yl)-2-methylpent-1-en-3-one. 10. The method of claim 8 , wherein the olfactory acceptable amount is from about 0.005 to about 50 weight percent of the fragrance formulation. 11. The method of claim 8 , wherein the olfactory acceptable amount is from about 0.1 to about 25 weight percent of the fragrance formulation. 12. The method of claim 8 , wherein the olfactory acceptable amount is from about 0.5 to about 10 weight percent of the fragrance formulation.
the ring being unsaturated · CPC title
containing six-membered rings · CPC title
containing rings other than six-membered aromatic rings · CPC title
the ring containing six carbon atoms · CPC title
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