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US 12,624,309 B2Granted
Enol ether properfume
AssigneeFirmenich SA
InventorGary Bernard Womack
Life of this patent
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Abstract
The present invention relates to compounds of formula (I) as properfume compounds. In particular, the present invention relates to a method to release a compound being a carbonyl 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, the present invention relates to a perfuming composition and a perfumed consumer product comprising at least one compound of formula (I).
Claims20
A method to release from a precursor compound, compounds selected from the group consisting of
- a) a carbonyl compound of formula
- wherein
- R1 is a C1-15 alkyl, C3-15 alkenyl, C6-10 aryl, C3-15 cycloalkyl, C5-15 cycloalkenyl or C3-14 heterocycloalkyl group, each optionally substituted with one or more of a hydroxy, C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C2-15 alkenyloxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C3-15 heterocycloalkyl, carboxylic acid, C1-4 carboxylic ester, 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 hydrogen atom, a C1-6 alkyl or phenyl group;
- or
- R1 and R2, when taken together, form a C5-16 cycloalkyl, C5-16 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 and/or C1-4 carboxylic ester group, wherein the heteroatom represents one or more of an oxygen atom;
- b) a formate ester of formula
- R3 represents a hydrogen atom, a C1-10 alkyl group, a C3-10 alkenyl group, a benzyl group, a 2-phenylethyl group or a C5-8 cycloalkyl group optionally substituted by one, two or three C1-4 alkyl groups;
- R4 represents a hydrogen atom, a C1-6 alkyl, a phenyl or a CH2C(O)OR3 group;
- wherein R3 has the same meaning as defined above;
- R5 represents a hydrogen atom or a methyl group;
- c) an alcohol of formula
- wherein R3, R4 and R5 have the same meaning as defined above;
- wherein the precursor compound comprises a compound of formula (I)
- in the form of any one of its stereoisomers or a mixture thereof, and wherein R1,
- R2, R3, R4 and R5 have the same meaning as defined above;
- by exposing the precursor compound of formula (I) to an environment wherein the compound is oxidized.
14 more elements
A compound of formula
- in the form of any one of its stereoisomers or a mixture thereof and wherein
- R1 is a C2-15 alkyl, C3-15 alkenyl, C6-10 aryl, C3-15 cycloalkyl, C5-15 cycloalkenyl or C3-14 heterocycloalkyl group, each optionally substituted with one or more of a hydroxy, C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C2-15 alkenyloxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C3-15 heterocycloalkyl, carboxylic acid, C1-4 carboxylic ester, 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 hydrogen atom, a C1-3 alkyl or a phenyl group;
- or
- R1 and R2, when taken together, form a C5-16 cycloalkyl, C5-16 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 and/or C1-4 carboxylic ester group, wherein the heteroatom represents one or more of an oxygen atom;
- R3 represents a C1-10 alkyl group, a C3-10 alkenyl group, a benzyl group, a 2-phenylethyl group or a C5-8 cycloalkyl group optionally substituted by one, two or three C1-4 alkyl groups;
- R4 represents a hydrogen atom or a methyl, phenyl or CH2C(O)OR3 group;
- wherein R3 has the same meaning as defined above;
- R5 represents a hydrogen atom or a methyl group;
- and
- provided that when R2, R4 and R5 are a hydrogen atom, R1 is not an unsubstituted phenyl group;
- and provided that methyl 2-((2,2-diphenylvinyl) oxy) acetate and ethyl 2-((3-phenylprop-1-en-1-yl) oxy) acetate are excluded.
9 more elements
Dependencies are inferred from the claim text.