Carbonyl compounds, methods of making the same, and their use as fragrances and fragrance-enhancing additives
AssigneeCognis Deutschland GmbH & Co. KG
InventorsThomas Markert, Ute Lemke, Elke Veit, Theo Ten Pierik, Ralph Nemitz, Volker Porrmann, Marc Speitkamp
Life of this patent
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Abstract
Carbonyl compounds derived from the reaction of alkyl cyclopentenols and vinyl ethers are described. The carbonyl compounds described have excellent fragrance properties, and their use as fragrances and/or fragrance-enhancing compounds is also described. Processes for the preparation of the carbonyl compounds are described as well.
Claims15
A compound corresponding to general formula (I):
- wherein R1 represents a hydrogen atom or a C1-5 alkyl group, wherein each of R2 and R3 independently represents a hydrogen atom or a C1-3 alkyl group, wherein a carbon-carbon double bond is present in a position selected from the group consisting of C1/C2, C2/C3 and C1/C6;
- and wherein R4 represents a hydrogen atom or a C1-3 alkyl group when the carbon-carbon double bond is present in the C2/C3 position.
A process for preparing compounds corresponding to general formula (I):
- wherein R1 represents a hydrogen atom or a C1-5 alkyl group, wherein each of R2 and R3 independently represents a hydrogen atom or a C1-3 alkyl group, wherein a carbon-carbon double bond is present in a position selected from the group consisting of C1/C2, C2/C3 and C1/C6;
- and wherein R4 represents a hydrogen atom or a C1-3 alkyl group when the carbon-carbon double bond is present in the C2/C3 position;
- said process comprising:
- (a) providing an alkyl cyclopentenol according to general formula (II):
- wherein R1 and R4 are as defined above;
- (b) providing a vinyl ether according to general formula (III):
- wherein R2 and R3 are as defined above, and wherein the Alkyl group represents a linear or branched C1-10 alkyl or cycloalkyl group;
- and
- (c) reacting the alkyl cyclopentenol and the vinyl ether.
A perfume composition comprising a compound according to general formula (I):
- wherein R1 represents a hydrogen atom or a C1-5 alkyl group, wherein each of R2 and R3 independently represents a hydrogen atom or a C1-3 alkyl group, wherein a carbon-carbon double bond is present in a position selected from the group consisting of C1/C2, C2/C3 and C1/C6;
- wherein R4 represents a hydrogen atom or a C1-3 alkyl group when the carbon-carbon double bond is present in the C2/C3 position, and wherein the compound is present in an amount of from 1 to 70% by weight, based on the weight of the perfume composition.
Dependencies are inferred from the claim text.