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US 8,999,914 B2Granted
Cyclohexene- and cyclopropanated cyclohexene- derivatives as fragrances
AssigneeGivaudan SA
InventorsJerzy A. Bajgrowicz, Christopher Furniss
Life of this patent
Estimating the term…
Abstract
1-(3/4-isobutyl-1/6-methylcyclohex-3-enyl)methanols and derivatives thereof having appreciable floral and hesperidic odor notes, their use as fragrance ingredient and perfumed products comprising them.
Claims13
A compound of formula (I)
- wherein
- R is isobutyl at C-3 or C-4;
- R′ is hydrogen at C-3 or C-4 and the bond between C-3 and C-4 together with the dotted line represents a double bond;
- or
- R′ is —CH2— and together with C-3 and C-4 represents a cyclopropane ring and the bond between C-3 and C-4 together with the dotted line represents a single bond;
- R1, and R2 represent independently of each other a group selected from hydrogen, methyl and ethyl;
- R3 is selected from methyl and ethyl;
- and
- R4 is hydroxyl and R5 is hydrogen;
- or
- R1, R2 and R3 represent independently of each other a group selected from hydrogen, methyl and ethyl, wherein at least one is not hydrogen;
- and
- R4 and R5 together with the carbon atom to which they are attached represents a carbonyl.
10 more elements
A mixture containing at least 60 weight % of a compound of formula (Ia)
- and up to 40 weight % of a compound of formula (Ib)
- wherein
- R′ is hydrogen and the bond between C-3 and C-4 together with the dotted line represents a double bond;
- or
- R′ is —CH2— and together with C-3 and C-4 represents a cyclopropane ring and the bond between C-3 and C-4 together with the dotted line represents a single bond;
- R1, and R2 represent independently of each other a group selected from hydrogen, methyl and ethyl;
- R3 is selected from methyl and ethyl;
- and
- R4 is hydroxyl and R5 is hydrogen;
- or
- R1, R2 and R3 represent independently of each other a group selected from hydrogen, methyl and ethyl, wherein at least one is not hydrogen;
- and
- R4 and R5 together with the carbon atom to which they are attached represents a carbonyl.
10 more elements
A process comprising the step of Diels-Alder cycloaddition of 5-methyl-3-methylenehex-1-ene to R2CH═CR1C(O)R3 resulting in a composition comprising at least 60 weight % of a compound of formula (Ia)
- and up to 40 weight % of a compound of formula (Ib)
- wherein
- R′ is hydrogen and the bond between C-3 and C-4 together with the dotted line represents a double bond;
- R1, R2 and R3 represent independently of each other a group selected from hydrogen, methyl and ethyl, wherein at least one is not hydrogen;
- R4 and R5 together with the carbon atom to which they are attached represents a carbonyl.
2 more elements
Dependencies are inferred from the claim text.