Cyclic oxy ether compounds as perfuming ingredients
A technology for flavoring components and compounds, which is applied in detergent compositions, fragrances of detergent compositions, cosmetics, etc., and can solve problems such as no reported or hinted sensory properties of the compound of formula (I)
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[0049] According to a particular embodiment of the invention, said compound of formula (I) is a compound of formula (II):
[0050]
[0051] where p, R and R 1 The definition is the same as above.
[0052] According to a particular embodiment, p may represent 1 or 2, preferably 1, in the compound of formula (II).
[0053] According to a particular embodiment, in the compound of formula (I) or (II), R may independently of each other represent C each optionally substituted with an ester group 1 -C 5 Alkyl or C 2 -C 5 Alkenyl. Preferably, R can represent C 1 -C 5 alkyl. Even more preferably, R may represent methyl, pentyl or isopentyl.
[0054] According to a particular embodiment of the invention, said compound of formula (I) or in particular said compound of formula (II) is a compound of formula (III):
[0055]
[0056] where R 1 has the same definition as above;
[0057] R 2 stands for C 1 -C 6 Alkyl or C 2 -C 6 Alkenyl;
[0058] R 3 stands for hydrogen...
Embodiment 1
[0125] Synthesis of compounds of formula (I)
[0126] a) Preparation of (±)-4-[(2-pentyl-2-cyclopenten-1-yl)oxy]butyraldehyde
[0127] Step 1: Synthesis of (±)-5-allyloxy-1-pentyl-1-cyclopentene
[0128] (±)-2-Pentyl-2-cyclopenten-1-ol (40 g; 259 mmol) was dissolved in anhydrous THF (0.3 L) under nitrogen, and the solution was cooled to an ice-water bath. Solid potassium tert-butoxide (36 g; 311 mmol) was added in one portion. After 10 minutes, the cooling bath was removed and the reaction was stirred for 1.5 hours. The reaction was cooled again to an ice-water bath. Tetrabutylammonium iodide (5.75 g; 15.6 mmol) was added followed by 10 minutes later allyl chloride (59.5 g; 778 mmol) over 2 hours. The reaction was warmed to room temperature and stirred overnight. Then it was saturated with NH 4 Quenched with aqueous Cl and extracted twice with ether. The extract was washed with brine, dried over sodium sulfate and concentrated on a rotary evaporator. The product wa...
Embodiment 2
[0152] Preparation of Perfuming Compositions
[0153] Prepare the perfuming composition by mixing the following ingredients:
[0154]
[0155]
[0156] *in dipropylene glycol
[0157] 1) (-)-(8R)-8,12-Epoxy-13,14,15,16-destetramethylrespidane; Source: Firmenich SA, Geneva, Switzerland
[0158] 2) 7-Methyl-2H,4H-1,5-benzodioxepan-3(4H)-one; Source: Firmenich SA, Geneva, Switzerland
[0159] 3) 1-Oxacyclohexadec-12 / 13-en-2-one; Source: Firmenich SA, Geneva, Switzerland
[0160] 4) Methyl 3-oxo-2-pentylcyclopentane acetate; source: Firmenich SA, Geneva, Switzerland
[0161] 5) (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropyl propionate; source: Geneva, Switzerland Firmenich SA
[0162] 6) 1-(5,5-Dimethyl-1-cyclohexenyl)pent-4-en-1-one; Source: Firmenich SA, Geneva, Switzerland
[0163] 7) (E)-3,3-Dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol; source: Switzerland Firmenich SA in Geneva
[0164] 8) Source: Firmenich SA, Geneva, Swit...
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