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Aldhyde used as component for perfuming or flavouring

A technology of components and flavoring agents, applied in the directions of essential oils/spice, detergent composition spices, food science, etc., can solve problems such as lack of performance

Active Publication Date: 2005-07-13
FIRMENICH SA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] However, to the best of our knowledge, there are no prior art documents reporting or suggesting that compounds containing two alkyl substituents at the 4-position carbon atom have useful organoleptic properties, and even less have properties similar to those of compound (I)

Method used

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  • Aldhyde used as component for perfuming or flavouring
  • Aldhyde used as component for perfuming or flavouring

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Synthesis of 3-(4,4-Dimethyl-1-cyclohexen-1-yl)propanal

[0048] a) Synthesis of 3-(4,4-dimethyl-cyclohex-1-enyl) butyl propionate

[0049] Throw in 4,4-dimethyl-cyclohexanol (100g, 0.78mol) in the 500ml three-necked round bottom flask, heat to 160 ℃, add tBuOOtBu (11.4g, 0.08mol) and ethacrylic acid over 4 hours at the same time Ester (39.2 g, 0.39 mol). Ten minutes after the addition was complete, the mixture was cooled to 50°C and the lights were distilled off. A solution of 30% w / w NaOH (61 g) and MTBE (200 g) in water was then added. Stirring was continued overnight at 40°C and the aqueous phase was separated. The aqueous phase was back extracted 4 times with MTBE (200 g). MTBE (200 g) was then added to the aqueous phase and washed with 50% w / w aqueous H 2 SO 4 Adjust the pH to 1. The organic phase was washed with water and concentrated to afford 49.4 g of crude 8,8-dimethyl-1-oxa-spiro[4.5]decan-2-one (GC purity: 96.3%).

[0050] Crude 8,8-dimethyl-1-oxa...

Embodiment 2

[0067] Preparation of Perfuming Compositions

[0068] A perfuming composition with a verbena scent is prepared by mixing the following components:

[0069] Component parts by weight

[0070] Benzyl acetate 100

[0071] 50% *Benjoin Sumatra Essential Oil 80

[0072] Bergamot Essential Oil 150

[0073] Citral 50

[0074] Coumarin 50

[0075] Geraniol 350

[0076] 1,3-Benzodioxole-5-carbonaldehyde 50

[0077] Lemongrass 100

[0078] Muscenone 1) 20

[0079] 950

[0080] * in dipropylene glycol

[0081] 1) Methyl-cyclopentadecenone, place of origin: Firmenich SA, Geneva, Switzerland

[0082] Add 50 parts by weight of 3-(4,4-dimethyl-1-cyclohexen-1-yl) propionaldehyde in the above-mentioned perfuming composition, which endows the composition with a natural floral fragrance type, which not only improves the fragrance The amount increases the sensory diffusion. Also, the citrus / citral notes of the composition are more pleasantl...

Embodiment 3

[0085] Preparation of Perfuming Compositions

[0086] Perfuming compositions of the linden type are prepared by mixing the following components:

[0087] Component parts by weight

[0088] Benzyl acetate 20

[0089] Lauryl acetate 70

[0090] 2-Phenyl-1-propanol 190

[0091] Anisaldehyde 10

[0092] 10% * Cuminaldehyde 220

[0093] Cassis Base 345B 1) 120

[0094] cis-3-Henenol 5

[0095] 10% * Delphone 2) 20

[0096] 1,3-Benzodioxole-5-carbonaldehyde 3) 20

[0097] Alpha Ionone 20

[0098] Mayol 4) 240

[0099] 1-(4-Methylphenyl)-1-ethanone 5

[0100] 10% * Neobutenone 5) 10

[0101] 10% * Methyl 2-nonynoate 60

[0102] 10% * (2E,6Z)-2,6-Nadienal 10

[0103] Phenyl ethyl alcohol 20

[0104] Methyl salicylate 5

[0105] Terpineol 20

[0106] Veloutone 6) 5

[0107] Violettyne MIP 7) 30

[0108] ...

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PUM

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Abstract

The present invention relates to the field of perfumery or flavor. More particularly, it concerns 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal and its use as perfuming or flavoring ingredient, as well as the compositions or articles associated with said compound.

Description

technical field [0001] The present invention relates to the field of spices or flavoring agents. More particularly, it relates to the compound of formula (I), namely 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal. [0002] [0003] The present invention relates to the application of the compound in the spice or flavoring industry, and the composition or product related to the compound. Background technique [0004] To the best of our knowledge, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal is a new compound. [0005] Some structural analogues can be found in the prior art, in which only one alkyl group is substituted on the carbon atom in position 4 of the cyclohexene ring. Some of these analogues have been used as useful perfuming components, such as 3-(4-tert-butyl-1-cyclohexen-1-yl)propanal (in EP1054053) or 3-(4-isopropenyl -1-cyclohexen-1-yl) propionaldehyde (in JP50094143). [0006] However, as far as we know, there is no prior art document reporting or suggesting that...

Claims

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Application Information

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IPC IPC(8): A23L27/20C07CC07C45/29C07C47/225C11B9/00
CPCC07C45/29C07C47/225C11B9/0034
Inventor 莫鲁斯·马蒂
Owner FIRMENICH SA
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