Enol ether pro perfume
Described herein are properfume compounds. Also described herein is a method to release a compound being a ketone or aldehyde, a formate ester and/or an alcohol by exposing a properfume compound to an environment wherein it is oxidized. Also described herein is a perfuming composition and a perfume consumer product comprising at least one properfume compound.
1. A method to release from a precursor compound, compounds selected from the group consisting of
a) a ketone or aldehyde of formula
wherein n represent an integer between 0 and 5;
R 1 , simultaneously or independently, represents at least one substituent of the aromatic ring and is a hydroxyl group, a C 1-6 alkyl group, a C 1-6 alkoxy group or a RCOO, a ROCO group wherein each R is a hydrogen atom or a C 1-4 alkyl group; or two adjacent R 1 , when taken together, represent a —O—(CH 2 ) m —O— group wherein m is 1 or 2, or form a C 5-10 saturated or unsaturated ring optionally substituted by one or more than one hydroxyl group, one or more than one C 1-3 alkyl group and/or one or more than one C 1-3 alkoxy group;
R 2 represents a hydrogen atom, a C 1-6 alkyl group or a C 6-10 aromatic group optionally substituted by a hydroxyl group, a C 1-3 alkyl group, a C 1-3 alkoxy group, a RCOO or a ROCO group, wherein each R is, independently from each other, a hydrogen atom or a C 1-4 alkyl group;
b) a formate ester of formula
wherein R 3 , R 4 and R 5 represent, simultaneously or independently, a hydrogen atom, or a C 1-18 hydrocarbon group optionally comprising one to three oxygen atoms; or R 3 and R 4 , represent, when taken together, a C 3-18 hydrocarbon group optionally comprising one to three oxygen atoms; and
c) an alcohol of formula
wherein R 3 , R 4 and R 5 have the same meaning as defined above;
wherein the precursor compound comprises a compound of formula (I)
wherein n, R 1 , R 2 , R 3 , R 4 and R 5 have the same meaning as defined above;
by exposing the precursor compound of formula (I) to ambient conditions in the absence of a catalyst, wherein the ambient conditions comprise room temperature, ambient air, and atmospheric pressure.
2. The method according to claim 1 , wherein n is 0, 1, or 2.
3. The method according to claim 1 , wherein R 1 , simultaneously or independently, represents a hydroxyl group, a C 1-4 alkyl group or a C 1-3 alkoxy group; or two adjacent R 1 represent, when taken together, a —O—CH 2 —O— group, a —(CH 2 ) 4 — group, or a —(CH) 4 — group.
4. The method according to claim 1 , wherein R 2 represents a hydrogen atom, a C 1-3 alkyl group or a phenyl group.
5. The method according to claim 1 , wherein R 3 represents a C 2-18 hydrocarbon group optionally comprising one to three oxygen atoms.
6. The method according to claim 1 , wherein R 3 represents a C 4-10 linear, branched or cyclic alkyl, alkenyl or alkadienyl group, a phenyl, a benzyl, a C 7-16 arylalkyl or a styryl group optionally substituted by a hydroxyl group, a C 1-3 alkyl group or a C 1-3 alkoxy group, a phenoxymethyl group or a C 8-15 saturated or unsaturated alicyclic group comprising optionally an ether functional group; R 4 and R 5 represent, simultaneously or independently, a hydrogen atom or a C 1-6 alkyl group or a C 2-6 alkenyl group; or R 3 and R 4 represent, when taken together C 5-12 linear or branched alkanediyl or alkenediyl group or a C 5-12 alicyclic group.
7. The method according to claim 1 , wherein at least one of the compounds of formula (II), (III) or (IV) is a perfuming ingredient.
8. The method according to claim 1 , wherein at least two of the compounds of formula (II), (III) or (IV) are perfuming ingredients.