SU1467047A1 - Bicycloalkyl monoesters of ethylene glycol as components of perfumery - Google Patents

Bicycloalkyl monoesters of ethylene glycol as components of perfumery Download PDF

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Publication number
SU1467047A1
SU1467047A1 SU874259179A SU4259179A SU1467047A1 SU 1467047 A1 SU1467047 A1 SU 1467047A1 SU 874259179 A SU874259179 A SU 874259179A SU 4259179 A SU4259179 A SU 4259179A SU 1467047 A1 SU1467047 A1 SU 1467047A1
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USSR - Soviet Union
Prior art keywords
ethylene glycol
heptane
components
bicycloalkyl
bicyclo
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SU874259179A
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Russian (ru)
Inventor
Ариф Гасан оглы Гасанов
Эльмира Теймуровна Сулейманова
Анвер Вилаят оглы Нагиев
Фарида Алимовна Пашаева
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Институт нефтехимических процессов им.Ю.Г.Мамедалиева
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Priority to SU874259179A priority Critical patent/SU1467047A1/en
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Abstract

Изобретение касаетс  бициклоал- киловых моноэфирОБ этиленгликол , в частности а) 2-(}-оксиэтокси)бицик- ,2,1 -гептана и б) смеси изомеров 5-метил-2-(р-оксиэтокси)бицикло- 12.2,0-гептана (23,1 мас.%) с 5-метил-3- (|}-оксиэтокси)бицикло- 2, 2,1 -гептаном (76,9%), которые могут быть использованы в качестве компонентов душистых композиций. Цель - создание новых веществ указанного класса, обладающих другими оттенками запаха. Их синтез ведут реакцией этиленгликол  соответствующим, цикло- олефином в присутствии сильнокислотных катализаторов. .Выход, X; кип.,°С; брутто ф-лы: а) 97,00; 123(40 мм б ) 94,35; 78-81 Рецептуры душистых композиций на основе новых веществ обладают устойчивым запахом с  рко выраженной древесной нотой, фруктовыми и цитрусовыми оттенками (а) и характерной нотой зелени с пр мым и древесным оттенками (б). 2 ил. 2 табл. рт.ст.); C,H,60,j,iThe invention relates to bicycloalkyl monoether ethylene glycol, in particular a) 2 - (} - hydroxyethoxy) bicyclic, 2,1-heptane and b) mixtures of 5-methyl-2- (p-hydroxyethoxy) bicyclo-12.2,0-heptane isomers (23.1 wt.%) With 5-methyl-3- (|} -oxyethoxy) bicyclo-2, 2,1 -heptane (76.9%), which can be used as components of fragrant compositions. The goal is to create new substances of the specified class with different shades of smell. Their synthesis is carried out by the reaction of ethylene glycol with the corresponding cycloolefin in the presence of strong acid catalysts. .Exit, X; kip., &C; gross f-ly: a) 97.00; 123 (40 mm b) 94.35; 78-81 Formulations of fragrant compositions based on new substances have a persistent odor with a pronounced woody note, fruit and citrus shades (a) and a characteristic green note with straight and woody shades (b). 2 Il. 2 tab. Hg); C, H, 60, j, i

Description

Таблица 1Table 1

2-(В-оксиэтокси )-бицикло- 2 ,2,.2- (B-hydroxyethoxy) -bicyclo-2, 2 ,.

-гептан156,2 123/40 1,4831 1,0139 43,6 44,08 69,05 69.23 1Q,-0 10,26-heptan156.2 123/40 1.4831 1.0139 43.6 44.08 69.05 69.23 1Q, -0 10.26

5-метил-3 (2)-ф-оксиэтокси )-бицикло-5-methyl-3 (2) -f-hydroxyethoxy) -bicyclo-

.2,11-гептан170 ,2 78-81/3 1,4764 1,0041 48,3 47,8 70,22 70,59 10,31 10,59.2,11-heptan170, 2 78-81 / 3 1.4764 1.0041 48.3 47.8 70.22 70.59 10.31 10.59

Химический сдвиг, м.д.Chemical shift, ppm

СН,(3,7) - 1,25 - 1,4;CH, (3.7) - 1.25 - 1.4;

.6) - 1.75; СН(1.4) -2,6;ОН - 4,2.6) - 1.75; CH (1.4) -2.6; OH - 4.2

СН(2) СН,(8CH (2) CH, (8

,9): - 3.6 - 3,9;, 9): - 3.6 - 3.9;

Нз 7Nz 7

бb

CH,j(3,7) - 1,1-1,3; СН.(5) - 1,75CH, j (3.7) - 1.1-1.3; CH. (5) - 1.75

289289

СИ,SI,

-1,35 (дублет);-1.35 (doublet);

СН(1,4) - 2,6;ОН - 4,95CH (1.4) - 2.6; OH - 4.95

СН(6) - i;5 - 1,9; . СН(2) CH (6) - i; 5 - 1.9; . CH (2)

СНCH

ivo; - 1,3 - 1,у;ivo; - 1.3 - 1;

biLdLlJiilJ: :.biLdLlJiilJ::.

Таблица 2table 2

.6) - 1.75; 4) -2,6;ОН - .6) - 1.75; 4) -2.6; OH -

,9): - 3.6 - 3,9;, 9): - 3.6 - 3.9;

- 1,1-1,3; СН.(5) - 1.1-1.3; SN. (5)

-1,35 (дублет);-1.35 (doublet);

- 2,6;ОН - 4 - 2.6; OH - 4

8eight

6f26f2

ВремЛу мин Фие.1Time Min Mine Fi.1

Claims (3)

Формула изобретения 15 Бициклоалкиловые моноэфиры этиленгликоля УК Ζ—LJ-ochzch2cw где R - водород или когда R - CHj, то в виде смеси изомеров, при этом группа 0СН4СН40Н находится во втором или третьем положении ядра при соотношении изомеров, равном соответственно 23,1% и 76,9%, в качестве компонентов душистых композиций. Таблица 1 Компоненты —------ М.В. (найд.) Т.кип., С/мм рт.ст. 10 пл я10 MR_ Л Элементный С, % анализ I, % вычис- най- най- вычис- най- вычис- лено дено день лено дено лено —---J L-—·—--The claims 15 Bicycloalkyl monoesters of ethylene glycol UK Ζ — LJ-ochzch2cw where R is hydrogen or when R is CHj, then in the form of a mixture of isomers, while the group 0CH4CH40H is in the second or third position of the nucleus with the ratio of isomers equal to 23.1% and 76.9%, as components of aromatic compositions. Table 1 Components —------ MV (found.) T. boil., C / mmHg 10 ply 10 MR_ L Elemental C,% analysis I,% calculated, find, calculate, find, calculate, day, day, leno, leno, ----- J L-— · —-- 1,35 (дублет);1.35 (doublet); 1,1-1,3; СН2(5) - 1,751.1-1.3; CH 2 (5) - 1.75 1,75;1.75; 2,бу ОН - 4,95 1,5 - 1,9;2, bu OH - 4.95 1.5 - 1.9; 2,6; ОН - 4,22.6; OH - 4.2 - 3,6 - 3,9;- 3.6 - 3.9; СН/3,7) С1ЦCH / 3.7) C1C СН(1,4) СН(6)CH (1.4) CH (6) СН(2) ΊCHj(8a9)J = CH (2) ΊCHj (8 a 9) J = 2-(β-όκси- этокси) -бицикло-12,2, 1]43,6 44,08 69,05 69,23 1Q,0 10,262- (β-όκxy-ethoxy) -bicyclo-12.2, 1] 43.6 44.08 69.05 69.23 1Q, 0 10.26 -гептан 156,2 123/40 1,4831 1,0139heptane 156.2 123/40 1.4831 1.0139 5-метил-3(2)-(β-οκсиэтокси)-бицикло-£2,2, Ϊ] -гептан 170,278-81/3 1,4764 1,00415-methyl-3 (2) - (β-oxyethoxy) bicyclo- £ 2.2, Ϊ] heptane 170.278-81 / 3 1.4764 1.0041 48,3 47,8 70,22 70,59 10,31 10,5948.3 47.8 70.22 70.59 10.31 10.59 Таблица 2table 2 СтроениеStructure Химический сдвиг, м.д.Chemical shift, ppm д 8'9 6JKOCH2CH2OH 543d 8'9 6JKOCH 2 CH 2 OH 543 8 9 осн2сн2он8 9 main 2 sn 2 he СН2(3,7) СН4(5,6) СН(1,4) СН(2) 1CH2(8,9)J1,25 - 1,4;CH 2 (3.7) CH 4 (5.6) CH (1.4) CH (2) 1CH 2 (8.9) J1.25 - 1.4; - 3,6 - 3,9;- 3.6 - 3.9; Фиг. 2FIG. 2
SU874259179A 1987-06-08 1987-06-08 Bicycloalkyl monoesters of ethylene glycol as components of perfumery SU1467047A1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5420358A (en) * 1993-01-18 1995-05-30 Elf Atochem S.A. Process for the preparation of dicyclopentenyloxyethanol

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
.Патент US № 4140724, кл. С 07 С 43/18, опублик. 1979. *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5420358A (en) * 1993-01-18 1995-05-30 Elf Atochem S.A. Process for the preparation of dicyclopentenyloxyethanol

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