Perfumes containing polyalkyl substituted indan-1-ones and process for preparing the compounds
AssigneeP. Robertet & Cie [Societe Anomyme]
InventorDaniel R. Joulain
Life of this patent
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Abstract
The invention relates to new polyalkyl indan-1-ones, to processes for manufacturing them and to the use thereof in perfumes. The new products are polyalkyl substituted hydrindacen-1-ones and polyalkyl substituted hexahydro benz(f) inden(1H)-1-ones belonging to the family of substances defined by the following formula: ##STR1## in which R1, R2, R3, R4 are H or an alkyl radical having one to three atoms of carbon and X is a --CHR5-- group or a --CHR5--CHR6-- group in which R5 and R6 are H or CH3 and at least three of the radicals R1, R2, R3, R4, R5 and R6 are alkyl radicals.
Claims14
New polyalkyl substituted derivatives of indan-1-ones defined by the structural formula:
- ##STR9## in which R1, R2, R3, R4 denote, separately, a hydrogen or an alkyl radical having one to three atoms of carbon, in which X represents a --CHR.sub.5 group or a --CHR.sub.5 --CHR.sub.6 -- group, in which R5, R6 represent, separately, a hydrogen or a methyl radical and in which at least three of the radicals R1, R2, R3, R4, R5 and R6 are alkyl radicals, which derivatives all comprise a ketone function in 1 position, no substitute in 2 position, one methyl group in 3 position and a five-membered or six-membered ring, symmetrical with respect to the ring bearing the ketone function, comprising at least three alkyl substitutes.
A perfume or perfume composition, comprising at least one synthetic substance selected from the group composed of:
- 3,5,5,6,7,7-hexamethyl 3,5,6,7-tetrahydro(s) indacen(2H)-1-one;
- 3,5,5,7,7-pentamethyl 3,5,6,7-tetrahydro(s) indacen(2H)-1-one, and
- 3,5,5,8,8-pentamethyl 2,3,5,6,7,8-hexahydro benz(f) inden(1H)-1-one.
A process for synthesizing polyalkyl substituted derivatives of indan-1-ones comprising one methyl radical in 3 position, comprising the following steps of:
- subjecting an aromatic derivative selected from the group of polyalkyl indanic or tetralinic hydrocarbons to a reaction of cycli-alkylacylation by an .alpha.,.beta.-ethylene acid or by a methyl or ethyl ester of an .alpha.,.beta.-ethylene acid in the presence of polyphosphoric acid at a temperature of between 90.degree. C. and 150.degree. C., for a duration of between 30 minutes and 180 minutes.
Dependencies are inferred from the claim text.