SU791728A1 - Method of preparing isoeugenol - Google Patents
Method of preparing isoeugenol Download PDFInfo
- Publication number
- SU791728A1 SU791728A1 SU782690873A SU2690873A SU791728A1 SU 791728 A1 SU791728 A1 SU 791728A1 SU 782690873 A SU782690873 A SU 782690873A SU 2690873 A SU2690873 A SU 2690873A SU 791728 A1 SU791728 A1 SU 791728A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- isoeugenol
- eugenol
- preparing
- catalyst
- metal carbonyl
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
1one
Изобретение относитс к способу - получени замещенного ф.енола-изоэвгенола , вл ющегос одним из наиболее ценных и широко использующихс в парфюмерии душистых веществ.The invention relates to a process for the preparation of substituted f.enol-isoevgenol, which is one of the most valuable fragrances used in perfumery.
Известен способ получени изоэвгенола , по которому эвгенол приливают к нагретому до 135-140с 50%ному раствору едкого кали, пропускают острый пар, затем массу нагревают до 180-185°С, выдерживают при этой температуре 40 мин, добавл ют воду, подкисл ют, экстрагируют толуолом , толуол отгон ют, изоэвгенол фракционируют в вакууме. Выход изоэвгенола 69-80%. Получающийс изоэвгенол вл етс смесью цис - и транс-изомеров в соотношении от 1:3A known method for producing isoeugenol, by which eugenol is poured into a 50% solution of caustic potassium heated to 135-140C, live steam is passed, then the mass is heated to 180-185 ° C, kept at this temperature for 40 minutes, water is added, acidified, extracted with toluene, toluene distilled off, isoeugenol was fractionated in vacuo. The output of isoeugenol 69-80%. The resulting isoeugenol is a mixture of cis and trans isomers in a ratio of 1: 3
до 1:5.to 1: 5.
Недостатком этого способа вл етс большое количество сточных вод свыше 10 кг на 1 кг изоэвгенола , использование больших количеств щелочи и органических растворителей.The disadvantage of this method is a large amount of wastewater in excess of 10 kg per 1 kg of isoevgenol, the use of large amounts of alkali and organic solvents.
Наиболее близким способом к предложенному по технической сущности вл етс способ получени изоэвгенола изомеризацией эвгенола при в присутствии в качестве катализатора карбонила рутени .The closest way to the proposed technical essence is the method of producing isoeugenol by the isomerization of eugenol with ruthenium carbonyl as catalyst.
Конверси эвгенола в изоэвгенол составл ет 100% при выходе 99%.The conversion of eugenol to isoeugenol is 100% at a yield of 99%.
Недостатком способа, который имеет высокие показатели в части конверсии и выхода, вл етс использование труднодоступного катализатора, что затрудн ет применение в промышленности , причем стоимость такого катализатора чрезвычайно высока, составл ет The disadvantage of the method, which has high rates in terms of conversion and yield, is the use of an inaccessible catalyst, which makes it difficult to use in industry, and the cost of such a catalyst is extremely high, is
10 от 1200 до 6500 руб. за кг при многостадийном синтезе их получени .10 from 1,200 to 6,500 rubles. per kg in the multistage synthesis of their preparation.
Целью данного изобретени вл етс упрощение процесса.The purpose of this invention is to simplify the process.
15 Поставленна цель достигаетс способом получени изоэвгенола изомеризацией эвгенола при-повьпиенной температуре в присутствии катализатора - карбонила металла, отличительна особенность которого состоит в том, что в качестве карбонила металла используют пентакарбонил железа , и процесс ведут при температуре 150-200С.This goal is achieved by the method of producing isoeugenol by eugenol isomerization at a temperature in the presence of a catalyst — metal carbonyl, the distinguishing feature of which is iron pentacarbonyl as the metal carbonyl, and the process is carried out at a temperature of 150-200 ° C.
25 Более подробно предложенный способ осуществл ют следующим образом: эвгенол нагревают в течение 1-2 ч до25 In more detail, the proposed method is carried out as follows: eugenol is heated for 1-2 h to
rcHwJl Hdi tJCOdiuА JO i.v.T.4.- - - г-.150-200C (лучше 175-180C) С 1-3,5 вес.% пентакарбонила железа (предпочтительно 1,5-2,5 вес.%).rcHwJl Hdi tJCOdiuA JO i.v.T.4.- - g-.150-200C (preferably 175-180C) With 1-3.5 wt.% iron pentacarbonyl (preferably 1.5-2.5 wt.%).
30thirty
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU782690873A SU791728A1 (en) | 1978-12-01 | 1978-12-01 | Method of preparing isoeugenol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU782690873A SU791728A1 (en) | 1978-12-01 | 1978-12-01 | Method of preparing isoeugenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU791728A1 true SU791728A1 (en) | 1980-12-30 |
Family
ID=20796184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782690873A SU791728A1 (en) | 1978-12-01 | 1978-12-01 | Method of preparing isoeugenol |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU791728A1 (en) |
-
1978
- 1978-12-01 SU SU782690873A patent/SU791728A1/en active
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