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US 2021/0340462 A1Published application
Alkyl enol ether properfume
AssigneeFirmenich SA
InventorsGary Bernard WOMACK, Brinda INDRADAS
Life of this patent
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Abstract
Described herein are compounds of formula (I) as properfume compounds. In particular, described herein is a method to release a compound being a ketone of formula (II), a formate ester of formula (III), and/or an alcohol of formula (IV) by exposing the compound of formula (I) to an environment wherein it is oxidized. Moreover, a perfuming composition and a perfumed consumer product including at least one compound of formula (I) are also described.
Claims16
A method to release from a precursor compound, compounds selected from the group consisting of:
- a) a ketone of formula
- wherein R1 represents a C1-15 alkyl, C2-15 alkenyl, C3-15 cycloalkyl, C5-15 cycloalkenyl or C6-10 aryl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, hydroxy, carboxylic acid and/or C1-4 carboxylic ester group;
- R2 represents a C1-15 alkyl group;
- R1 and R2, when taken together, form a C5-15 cycloalkyl, C5-15 cycloalkenyl, C4-14 heterocycloalkyl or C4-14 heterocycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid, 4-methylcyclohex-3-en-1-yl and/or C1-4 carboxylic ester group,
- the heteroatom represents one or more of an oxygen;
- R4, each independently, represent a hydrogen or a C1-5 alkyl group;
- and
- R1 and R4, when taken together, form a C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- b) a formate ester of formula
- wherein R3 represents a hydrogen, a C1-15 alkyl, C2-15 alkenyl, C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- and
- R4 has the same meaning as defined above;
- and
- R3 and R4, when taken together, form a C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- and
- c) an alcohol of formula
- wherein R3 and R4 have the same meaning as defined above;
- wherein the precursor compound comprises a compound of formula (I)
- wherein R1, R2, R3 and R4 have the same meaning as defined above;
- by exposing the precursor compound of formula (I) to an environment wherein the compound is oxidized.
17 more elements
A compound of formula
- wherein R1 represents a C1-15 alkyl, C2-15 alkenyl, C3-15 cycloalkyl, C5-15 cycloalkenyl or C6-10 aryl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- R2 represents a C1-15 alkyl group;
- R1 and R2, when taken together, form a C5-15 cycloalkyl, C5-15 cycloalkenyl, C4-14 heterocycloalkyl or C4-14 heterocycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid, 4-methylcyclohex-3-en-1-yl and/or C1-4 carboxylic ester group,
- wherein the heteroatom represents one or more of an oxygen atom;
- R3 represents a C1-15 alkyl, C3-15 alkenyl, C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- R4, each independently, represent a hydrogen or a C1-5 alkyl group;
- R1 and R4, when taken together, form a C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- R3 and R4, when taken together, form a C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
- and
- Compound of formula (I) are C16-C28 compounds
- provided that
- when R1 is methyl group then R2 is not methyl or ethyl group,
- when R1 is ethyl group then R2 is not ethyl group,
- when R3 is an unsubstituted methyl group then R4 is not hydrogen atom or methyl group, and
- when R3 is an unsubstituted ethyl group then R4 is not hydrogen atom,
- provided that the following compounds are excluded:
- (((3,7-dimethylocta-1,6-dien-3-yl)oxy)methylene)cyclohexane,
- 3-(((2-ethylhex-1-en-1-yl)oxy)methyl)heptane,
- 4-(((7-methyloctyl)oxy)methylene)cyclohex-1-ene,
- 4-((dodecyloxy)methylene)cyclohex-1-ene,
- (4-((4-phenylbutoxy)methylene)cyclohexyl)benzene,
- 1-((2-ethylhex-1-en-1-yl)oxy)octane,
- 1-((2-ethylhex-1-en-1-yl)oxy)dodecane,
- 2-ethylhexenyl lauryl ether,
- 2-ethylhexenyl octyl ether,
- 1-(2′-ethylhexoxy)-2-ethyl-1,3-hexadiene,
- 1-((2-methylpent-1-en-1-yl)oxy)dodecane,
- 3-(cyclohexylidenemethoxy)-1,5,5-trimethyl cyclohex-1-ene,
- (3-(benzyloxy)-2-methylallyl)benzene, and
- 4-(4-(allyloxy)-3-methylbut-3-en-1-yl)-1,2-dimethoxybenzene.
27 more elements
Dependencies are inferred from the claim text.