SU1558896A1 - 2-/1-2,2,3,5-tetramethylcyclopentyl)ethyl/amino ethanol as reagent component for perfumery composition - Google Patents

Abstract

The invention relates to fragrances, in particular to 2 - {[1- (2,2,3,5-tetramethylcyclopentyl) ethyl] amino} ethanol, which smells of iris with notes of labdown, fruit and greens and can be used as a fragrant substances for making perfume compositions. The goal is the detection of compounds with the indicated activity. Preparation of lead from 1- (1-chloroethyl) -2,2,3,5-tetramethylcyclopentane, which is the product of telomerization of 4-chloro-2-pentene with 2,3-dimethyl-1-butene in the presence of SNCL ₄ followed by reaction with monoethanolamine. Yield 43.3%. B. Cyr. 152-153,8 ° C / 4 mm Hg Gross / formula C ₁₃ H ₂₇ ON.

Description

t

(21) 4445918 / 23-04

(22) 06/27/88

(46) 04.23.90 Bill. B 15 (75) V.O. Chernyshev

(53) 547.233 (088.8)

(56) USSR Author's Certificate No. 750966, cl. C 07 C 91/23, 1979.

(54) 2- (2,2,3,5-TETRAMETHYL CYCLO-PENTHYL) -ETHYL} -AMINO} -ETHANOL AS A DELICIOUS COMPONENT FOR PERFUME COMPOSITION

(57) The invention relates to fragrances, in particular 2- 1- (2.2.3, 5-tetrameaschlobic), ethyl-amino 1 ethanol, which has an odor of iris with notes of labdoun, fruit and greens, and can be used in as a fragrance for making perfume compositions. The goal is the detection of compounds with the indicated activity. Preparation of lead from 1 - (1 - chloroethyl) -2,2,3,5-tetramethylcyclopentane, which is the product of telomerization of 4-chloro-2-pentene with 2,3-dimethyl-1-butene in the presence of SnCl with subsequent interaction with monoethanol-amine. Exit 43, 3%. T, kip. 152 - 153, mm Hg Gross formula CT3Ht1ON.

The invention relates to a novel compound of the class of cyclo derivatives of ethanolamine of the formula

H3CX / CH3

5 -4shne yi-usnz

CH3 ICS2SN2ON

which has the smell of iris with notes of labdoun, fruit and greenery, and can be used as a fragrance for making perfume compositions

An example. (2,2,3,5-Tetramethylcyclopentyl) -ethyl J-amino J-ethanol

To 5.3 g of 1- (1-chloroethyl) -2,2,3,5-tetramethylcyclopentane, obtained by telomerizing 2,3-dimethyl-1-butene with 4-chloro-2-pentene in the presence of SnCl4, is added 12, 4 g of monoethanolamine and heated for 14 hours at 160 C.

After cooling, the reaction mixture is diluted with a threefold amount of water, the organic layer is separated, which is washed (three times with 25 ml each time) with a 5% sodium hydroxide solution, dried over anhydrous potash, and distilled in vacuo. After rectification, 2.5 g of the expected product are obtained, t. Kip. 152-153.8 ° C (4 mm Hg), p 1.4770, yield 43.3% of theory.

Found,%: C 73.31; H 13 „01; N 6.50.

Cf3h17on

Calculated,%: C 73.18; H 12.74; N 6.56.

The testing of a new fragrance by definition of qualitative indicators (4 points by the tibal system) confirms its suitability for use in perfume compositions.

Characteristic odor: iris with notes of labdown, fruit and greens.

(L

ate

00 00

with

Od

This odor is of high quality in perfumery, as iris compositions are used to prepare higher-grade perfumes, while compounds close in structure to that described are used to make fragrances for household chemicals, as well as colognes and middle-end perfumes. The proposed fragrance can be used for perfume compositions, such as iris, composition, May. May%:

Iron68,6

2-K1- (2,2,3,5-

Tetramethylcyclopentyl) -. ethyl J-amino} ethanol 10,0

Nrnilovy aldehyde 0,2

Anise aldehyde 0,2

p-ionon0,4

Vetinon 0.5

oil alcohol

1.0 3.0 1.0 0.1 15.0

Characteristic odor of a new chemical compound: score 4 points.

Claims (1)

Invention Formula 2- Ј Ј | - (2,2,3,5-Tetramethylcyclopentyl) -ethyl J-aminoj-ethanol of formula CH5 NHCH2CH2OH g as a fragrance component for perfume composition.