Novel chemical compounds and perfume compositions
AssigneePFW Aroma Chemical B.V.
InventorsWillem Lenselink, Anton Pieter, J. van Manen
Life of this patent
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Abstract
The invention relates to new chemical compounds useful as perfumes or as components of perfumes. More specifically it relates to alkyl-substituted 2-acylindenes and isomeric mixtures thereof, as well as to perfume compositions comprising said compounds. Furthermore, the invention relates to the use of said compounds and methods of making said compounds.
Claims14
Indene of Formula I:
- 4
- wherein R1, R2 each represent a lower alkyl group and R3, R4, R5, R6, R7 and R8 each represent hydrogen or a lower alkyl group or wherein two substituents chosen from R1, R2, R3, R4, R5, R6, R7,or R8 together may represent a di-, tri- or tetra- or pentamethylene moiety or a lower alkyl-substituted di-, tri- or tetra- or pentamethylene moiety and the remaining substituents represent hydrogen or a lower alklyl group, and wherein the total number of carbon atoms is twenty two or less, with the proviso that R1 and R2 together do not represent a tetramethylene moiety if R3, R4, R5, R6, R7 and R8 all represent hydrogen, and with the proviso that R3 does not represent hydrogen if R1, R2, R4, R5, R6, R7 and R8 all represent a methyl group.
Indene according to any of the previous claims, wherein R1, R2 are selected from methyl and ethyl groups and R4, R5, R6, R7 and R8 each are selected from hydrogen, methyl and ethyl groups with a total number of carbon atoms in R1, R2, R3, R4, R5, R6, R7 and R8 together of eight or less.
Indene according to any of the previous claims, wherein R1, R2 and R4 represent each a methyl group.
Indene according to any of the previous claims, which is selected from the group of 2-acetyl-1,3,3-trimethylindene, 2-acetyl-1,1,3,6-tetramethylindene, 2-acetyl-1,1,3,5-tetramethylindene and 2-acetyl-1,1,3,5-tetramethylindene.
Fragrant composition comprising an indene compound of Formula I, wherein R1 and R2 each represent a lower alkyl group and R3, R4, R5, R6, R7 and R8 each represent hydrogen or a lower alkyl group or wherein two substituents chosen from R1, R2, R3, R4, R5, R6, R7 or R8 together may represent a di-, tri-, tetra- or pentamethylene moiety or a lower alkyl-substituted di-, tri-, tetra- or pentamethylene moiety and the remaining substituents represent hydrogen or a lower alkyl group;
- and wherein the total number of carbon atoms is twenty two or less.
Method for producing an indene compound of Formula I, wherein R1 and R2 each represent a lower alkyl group and R3, R4, R5, R6, R7 and R8 each represent hydrogen or a lower alkyl group or wherein two substituents chosen from R1, R2, R3, R4, R5, R6, R7 or R8 together may represent a di-, tri-, tetra- or pentamethylene moiety or a lower alkyl-substituted di-, tri-, tetra- or pentamethylene moiety and the remaining substituents represent hydrogen or a lower alkyl group, and wherein the total number of carbon atoms is twenty two or less, comprising the conversion under Friedel Crafts acylation conditions of indanes of Formula III:
- 6
- wherein R1, R2 each represent a lower alkyl group and R3, R4, R5, R6, R7 and R8 each represent hydrogen or a lower alkyl group or wherein two substitutents chosen from R1, R2, R3, R4 R5, R6, R7 or R8 together may represent a di-, tri- or tetra- or pentamethylene moiety or a lower alkyl-substituted di-, tri- or tetra- or pentamethylene moiety and the remaining substituents represent hydrogen or a lower alkyl group and wherein R9, R10, R11, R12 and R13 each represent hydrogen or a lower alkyl group or wherein two substituents chosen from R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12 or R13 or together represent a di-, tri-or tetra- or pentamethylene moiety or a lower alkyl-substituted di-, tri- or tetra- or pentamethylene moiety and the remaining substitients represent hydrogen or a lower alkyl group, and wherein the total number of carbon atoms in formula III is fifty or less.
Dependencies are inferred from the claim text.