The method of obtaining sitosterol

 

(57) Abstract:

The invention relates to pulp and paper and timber industries and relates to a method of obtaining sterols from sulfate soap and saponified tall oil pitch. Sitosterol is used for the synthesis of medicines and food industries. Describes how to obtain sitosterol, involving the processing of sulfate soap or saponified tall oil pitch with the release of neutral substances by extraction with an organic solvent in the presence of water and low molecular weight alcohol, separation of the extract and the raffinate separation of the raffinate Soaps, Department of betulin from the extract to obtain a concentrate neutral substances (CNV), dissolving it in selective organic solvent, followed by separation sitosterol crystallization. Concentrate neutral substances are dissolved in a water-saturated acetate in the mass-volume ratio 1:5-7 at a temperature of 4 to 10oAnd the recrystallization selected sitosterol is carried out 85% aqueous solution of isopropyl alcohol at a temperature of 30-35oFrom and after the regeneration of the solvent from the mother liquor sterols with stage paracrystalline hormonal preparations with a content-sitosterol is not more than 1% and sitosterol for the food industry, with a mass fraction of the basic substance at least 95% -sitosterol less than 0.5%.

The invention relates to pulp and paper and timber industries and concerns of obtaining sterols from sulfate soap from cooking mixed wood.

In recent years, large amounts of sitosterol are required as an additive in food products to reduce cardiovascular disease. In this regard, the quality requirements sitosterol tightened, especially in content-sitosterol. Nevertheless, the chemical products selfaccelerating production for Russia are the sole and cheap raw material for the production of steroidal drugs.

In a known method of obtaining sitosterol from sulfate soap from the pulping of pine wood extract neutral substances obtained by extraction with ethyl acetate from a solution of sulphate soap in water and ethyl acetate, evaporated to the content of ethyl acetate is not more than 4 mol.%, one stripped off the extract is dissolved by heating in a 3 - volume of 3.5 parts of a solution of a mixture of ethanol and gasoline Nefras 65/75", taken in a mass ratio of 0.5-1.5:1, cooled to 40-50oC and washed with water, the mixture is separated, the organic layer is purified from sulfate soap, evaporated and after treatment with low molecular weight alcohol allocate si is only for processing of sulfate soap from the pulping of pine wood, extractive substances which, unlike deciduous trees that do not contain betulin and-sitosterol, whose presence in the product sitosterol has a negative impact on consumer properties sitosterol and cannot be used for the synthesis of medicines and, especially in the food industry.

At the same time, it should be noted that at present, almost all sulfanilamidnye the industry processed only mixed wood in a particular ratio.

In addition, even when the processing of sulfate soap from pine wood in this way the quality sitosterol does not meet the requirements for sitosterol for the food industry on the content of the basic substance.

The closest analogue is the way to obtain sitosterol from sulfate soap coniferous and deciduous species. The method involves separation from unsaponifiable substances by extraction with ethyl acetate in the presence of water, separating the raffinate and extract, separation of the raffinate tall oil and the distillation of the ethyl acetate from the extract, followed by separation of the Sterol. The distillation of the ethyl acetate from the extract lead to a solids content in it 20-30 mol.%, in the group of 20 h and the separated crystals of the Sterol. (SU 1076439 A, 30.12.82).

The disadvantage of this method is the same as in method 1: as sitosterol content of the basic substance and sitosterol does not meet the requirements for sitosterol for the food industry.

The purpose of this method is obtaining sitosterol for the synthesis of hormone preparations containing sitosterol no more than 1% and sitosterol for the food industry, with a mass fraction of the basic substance at least 95%, and-sitosterol less than 0.5%.

This goal is achieved by the fact that sulfate soap or stylenny tall peck processed way, including extraction of neutral substances by gasoline Nefras" what sulphate soap mixed with water and demulsifying a low molecular weight alcohol in the ratio of water soap and.with.- alcohol 2-2,5: 1: 0,7-1, the ratio of the homogenate petrol 1:3,5-4, separation of the raffinate and extract, separation of the raffinate tall oil, the allocation of betulin from the extract by crystallization, evaporation of the extract to the dry residue with getting concentrate neutral substances (CNV), crystallization knw of methyl acetate at a temperature of 4 to 10oC Department of sitosterol crystals, recrystallization of the amount found in the low molecular weight with the ina of 0.1-0.5%.

In the processing of the soap on the proposed method of crystallization from a saturated water lead acetate in the mass - volume ratio CNW: acetate 1:5-7. With the increase of dry matter in the solution decreases the purity of the product, while increasing the dilution decreases the output sitosterol. Stage recrystallization from 85% isopropyl alcohol is carried out at a mass-volume ratio sitosterol:alcohol of 1:20. The increase in dry matter in solution leads to lower quality commodity sitosterol.

The essence of the method is illustrated by the following examples.

Example 1. 50 g of crude sulphate soap (humidity 35%) from the cooking of wood mixed breeds (including birch, aspen, spruce and pine) with a content of unsaponifiable substances 18.8% in dry substance is mixed with 55 g of water and 35 g of ethanol. The resulting mixture was extracted with 450 g of gasoline Nefras 80/120" at a temperature of 35-45oC. the Extract is cooled to a temperature of 10-15oC and kept at this temperature for 5 hours for isolation of betulin. Vegascasinoonline betulin is filtered off, dried and weighed, obtain 0.25 g of betulin, which is 0.5% of the crude sulphate soap, mass fraction of the main substance in it 85%. Then extract tsydenova water (mass-volume ratio CNW : acetate 1:7), stirred at reflux until complete dissolution. After cooling, the mixture was kept at a temperature of 4 to 6oC for 12 hours. The residue is filtered off, washed with methyl acetate and dried to constant weight. Get 0,93 g sitosterol. To the obtained sitosterol add to 18.6 ml of 85% isopropyl alcohol (mass-volume ratio of dry substance : alcohol 1:20), the mixture is stirred at reflux until complete dissolution, and then the mixture is cooled to 35oC and kept at this temperature for 4 hours. The residue is filtered off, washed with isopropyl alcohol and dried to constant weight. Obtain 0.56 g of sitosterol with mass fractions of the basic substance 98.7%, sitosterol - no.

Example 2. 50 g of crude sulphate soap (same as in example 1) is mixed with 55 g of water and 36 g of isopropyl alcohol. The resulting mixture was extracted with 450 g of gasoline Nefras 80/120" at a temperature of 35-45oC. the Extract is cooled to a temperature of 10-15oC and kept at this temperature for 4 hours to highlight betulin. Vegascasinoonline betulin is filtered off, dried to constant weight and weighed, obtain 0.2 g of betulin with mass is obtained knw add 29.5 ml of methyl acetate, containing 8 wt.% water, which corresponds to the ratio of dry substance : solvent 1: 5, is stirred at reflux until complete dissolution. After cooling, the mixture was kept at a temperature of 5oC for 12 hours. The residue is filtered off, washed with methyl acetate and dried to constant weight. Receive 1 g of sitosterol. To the obtained sitosterol add 20 ml of 85% isopropyl alcohol, which corresponds to the ratio of dry substance : solvent 1:20, the mixture is stirred at reflux until complete dissolution, and then the mixture is cooled to 33oC and kept at this temperature for 4 hours. The residue is filtered off, washed and dried to constant weight. Obtain 0.6 g of sitosterol with mass fractions of the main substance of 97%, -sitosterol - UTS.

Example 3.

To 5 g knw obtained by extraction with gasoline Nefras 80/120 from saponified foam (wt.the proportion of unsaponifiable substances in the original pitch 35%) add 25 ml of acetate containing 8 wt.% water, which corresponds to the ratio of dry substance : solvent 1:5 is stirred at reflux until complete dissolution. After cooling, the mixture videotom and dried to constant weight. Get 1.5 g of sitosterol. To the obtained sitosterol add 30 ml of 85% isopropyl alcohol, which corresponds to the ratio of dry substance : solvent 1:20, the mixture is stirred at reflux until complete dissolution, after which the mixture is cooled to 32oC and kept at this temperature for 4 hours. The residue is filtered off, washed and dried to constant weight. Obtain 0.75 g of sitosterol with mass fractions of the basic substance is 98.7%, -sitosterol - 0,2%.

Example 4. 50 g of crude sulphate soap (same as in example 1) is mixed with 55 g of water and 35 g of isopropyl alcohol. The resulting mixture was extracted with 450 g of gasoline Nefras 80/120" at a temperature of 35-45oC. the Extract is cooled to a temperature of 10-15oC and kept at this temperature for 4 hours to highlight betulin. Vegascasinoonline betulin is filtered off, dried to constant weight and weighed, obtain 0.2 g of betulin with mass fractions of the basic substance of 98.5%. Then, the extract is distilled off gas to the dry residue and obtain 5.9 g CNV. To the resulting CNV type of 0.37 g of concentrate neutral substances (neutral) from the stage of recrystallization (Example 1) and dissolved by heating in 62,7 ml of acetate, nasyshenno filtered off, washed with acetate and dried to constant weight. Obtain 1.2 g of sitosterol. To the obtained sitosterol add 24 ml of 85% isopropyl alcohol, the mixture is stirred at reflux until complete dissolution, and then the mixture is cooled to 33oC and kept at this temperature for 4 hours. The residue is filtered off, washed and dried to constant weight. Get to 0.72 g of sitosterol with mass fractions of the basic substance of 98.3%- sitosterol - UTS.

This method (stage processing CNV) is applicable also to obtain sitosterol from tall oil pitch obtained in the distillation of tall oil mixed wood.

The method allows to obtain sitosterol high quality from sulfate soap from the cooking of wood containing birch and aspen, extractives contain-sitosterol. Output sitosterol for the synthesis of hormone preparations is 15-18% by weight knw, output sitosterol for the food industry 9-11% by weight CNV.

In addition to sitosterol in this way simultaneously receive betulin, which is used for the synthesis of medicines and cosmetics industry.

Creating proizvoditelna, involving the processing of sulfate soap or saponified tall oil pitch with the release of neutral substances by extraction with an organic solvent in the presence of water and low molecular weight alcohol, separation of the extract and the raffinate separation of the raffinate Soaps, Department of betulin from the extract to obtain a concentrate neutral substances (CNV), dissolving it in selective organic solvent, followed by separation sitosterol crystallization, characterized in that the concentrate neutral substances are dissolved in a water-saturated acetate in the mass-volume ratio of 1 : 5 to 7 at a temperature of 4 to 10oC, and the recrystallization selected sitosterol is carried out 85% aqueous solution of isopropyl alcohol at a temperature of 30 - 35oC, and after regeneration of the solvent from the mother liquor sterols from the stage of recrystallization unite with CNV for re-crystallization.

 

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