SU321097A1 - METHOD OF OBTAINING ACETYLENE ^ -OXYESES OF FAT-AROMATIC SERIES - Google Patents
METHOD OF OBTAINING ACETYLENE ^ -OXYESES OF FAT-AROMATIC SERIESInfo
- Publication number
- SU321097A1 SU321097A1 SU1358161A SU1358161A SU321097A1 SU 321097 A1 SU321097 A1 SU 321097A1 SU 1358161 A SU1358161 A SU 1358161A SU 1358161 A SU1358161 A SU 1358161A SU 321097 A1 SU321097 A1 SU 321097A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- oxyeses
- fat
- aromatic series
- acetylene
- obtaining acetylene
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 8
- HSFWRNGVRCDJHI-UHFFFAOYSA-N Acetylene Chemical compound C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 title description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- YMDXKHUAMDQPMY-UHFFFAOYSA-N C(#C)OOOC#C Chemical class C(#C)OOOC#C YMDXKHUAMDQPMY-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000004523 agglutinating effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- -1 hydroxyl glycols Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Description
Изобретение относитс к способу получени новых ацетиленовых оксиэфиров жирно-ароматического р да, которые могут найти применение в качестве промежуточных продуктов дл синтеза физиологически активных веществ.This invention relates to a process for the preparation of fatty-aromatic acetylenic oxyesters that can be used as intermediates for the synthesis of physiologically active substances.
Известен способ получени простых ацетиленовых моноэфиров взаимодействием ненасыщенных спиртов со спиртами в присутствии концентрированной серной кислоты.A method of producing acetylenic monoesters by reacting unsaturated alcohols with alcohols in the presence of concentrated sulfuric acid is known.
Предлагаемый способ состоит в том, что ацетиленовые -гликоли обрабатывают спиртами общей формулы R-ОН, где R - алкил или арил, при перемешивании в присутствии спиртового раствора серной кислоты концентрации не более 8% при пагревании па вод ной бане. Целевой продукт выдел ют известными приемами, например перегонкой в вакууме .The proposed method consists in that acetylenic glycols are treated with alcohols of the general formula R-OH, where R is alkyl or aryl, with stirring in the presence of an alcoholic solution of sulfuric acid with a concentration of not more than 8% while agglutinating a steam bath. The desired product is isolated by known techniques, for example, by distillation in vacuum.
Соблюдение вышеуказанных условий позвол ет селективно вести процесс с образованием продукта этерификации гидроксила -гликолей при третичном атоме углерода.Compliance with the above conditions allows the process to lead selectively with the formation of the esterification product of hydroxyl glycols at the tertiary carbon atom.
Предлагаемый способ прост в оформлении, позвол ет получить ацетиленовые -оксиэфиры различного строени с хорошим выходом.The proposed method is simple in design, allows to obtain acetylene-oxyethers of various structures with a good yield.
Пример 1. Получение 2-фенил-2-метоксигексин-З-ола-5 .Example 1. Preparation of 2-phenyl-2-methoxyhexin-3-ol-5.
НИИ в течение 4 час. К смеси приливают 50 мл этилового эфира и нейтрализуют раствором соды. Водный слой отдел ют, экстрагируют эфиром и сушат MgSO4. После отгонки растворител остаток перегон ют в вакууме. Получают 9 г (85%) 2-фенил-2-метоксигексин-3ола-5 с т. кип. (1,5 мм рт. ст.); По 1,5230; 1,0370.Research Institute for 4 hours. To the mixture is poured 50 ml of ethyl ether and neutralized with a solution of soda. The aqueous layer was separated, extracted with ether, and dried with MgSO4. After distilling off the solvent, the residue is distilled in vacuo. 9 g (85%) of 2-phenyl-2-methoxyhexin-3ol-5 are obtained with a bale. (1.5 mmHg. Art.); At 1.5230; 1.0370.
Найдено, %: С 76,23, 76,28; Н 7,82, 7,75.Found,%: C 76.23, 76.28; H 7.82, 7.75.
CioHi6O2.CioHi6O2.
Вычислено, %: С 76,46; Н 7,90.Calculated,%: C 76.46; H 7.90.
П р и М е р 2. В аналогичных услови х из 10 г гликол 2-фенилгептин-3-диола-2, 6,3 мл конц. H2SO4 и 80 мл этилового спирта получают 10,2 г 2-фенил-2-этоксигексин-3-ола-5 (90%) ст. кип. 116-117°С (2 мм рт. ст.);PR e and M e p 2. In similar conditions, from 10 g of glycol 2-phenylheptin-3-diol-2, 6.3 ml of conc. H2SO4 and 80 ml of ethyl alcohol get 10.2 g of 2-phenyl-2-ethoxyhexin-3-ol-5 (90%) Art. kip 116-117 ° С (2 mm of mercury);
пP
1149; 1,0135. Найдено, %: С 76,93, 77,25; Н 8,41, 8,18.1149; 1,0135. Found,%: C 76.93, 77.25; H 8.41, 8.18.
Ci4Hl802.Ci4Hl802.
Вычислено, %: С 77,06; Н 8,25.Calculated,%: C 77.06; H 8.25.
Предмет изобретени Subject invention
Способ получени ацетиленовых у-оксиэфиров жирно-ароматического р да, отличающийс тем, что ацетиленовые 7 Гликоли обрабатывают спиртами общей формулы R-ОН, где R-алкил, арил, в присутствии спиртового раствора серной кислоты концентрации не более 8% с последующи: 1 выделением целевого продукта известными приемами.A fatty aromatic acetylene u-oxyesters, wherein acetylenic 7 glycols are treated with alcohols of the general formula R-OH, where R-alkyl, aryl, in the presence of an alcoholic solution of sulfuric acid, not more than 8% with the following: 1 release target product known techniques.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU321097A1 true SU321097A1 (en) |
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