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Environmentally-friendly synthesis method of vitamin E

A green and environmentally friendly synthesis method technology, applied in the field of fine chemical synthesis, can solve problems such as complex operation, equipment corrosion, environmental pollution, and high production costs, and achieve the effects of increasing reaction yield, shortening reaction cycle, and improving selectivity

Active Publication Date: 2014-12-17
JILIN BEISHA PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In terms of vitamin E synthesis research, most institutions use concentrated sulfuric acid, concentrated hydrochloric acid, methanesulfonic acid, p-toluenesulfonic acid and other acids that pollute the environment as catalysts for condensation reactions. Although the reaction conditions of this type of synthesis are relatively mild, but The disadvantage is that the amount of catalyst used is high, the recovery of the catalyst is difficult, and more importantly, the pollution to the environment is very serious during large-scale production
U.S. Patents US3444213 and US4634781 use boron trifluoride as the catalyst for the condensation reaction to react. The reaction is feasible, but the reaction equipment is highly corrosive and pollutes the environment.
[0005] Switzerland Dishman Company has recently studied the use of rare earth element compounds instead of the traditional Lewis acid and hydrochloric acid system as a catalyst. High, not suitable for industrial production
[0006] In order to improve the yield and purity of vitamin E, Makoto used iridium trifluorosulfonate and scandium trifluorosulfonate as catalysts, which improved the yield and purity of vitamin E, but the recovery of the catalyst was difficult and the production equipment was more corrosive. also cause serious environmental pollution
[0007] European patent EP603695 describes the production of vitamin E through the condensation of trimethylhydroquinone and isophytol in liquid or supercritical carbon dioxide in the presence of acidic catalyst hydrochloric acid, zinc chloride and ion exchangers. The operation of this method is relatively complicated. Catalysts cannot be recycled and reused, and the problem of equipment corrosion and environmental pollution is equally serious
[0008] The world patent WO9728151 describes the use of oxalic acid or citric acid as the catalyst for the condensation reaction in the solvent of cyclocarbonate, but there is also the problem that the catalyst cannot be recycled and the environment is seriously polluted.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] In the reaction device equipped with a water separator and a reflux tube condenser, add 200mL of toluene, and add 40g (0.263moL, 1.3Eqv) of 2,3,5-trimethylhydroquinone and 66g of isophytol in sequence under mechanical stirring (0.2moL, 1.0Eqv), after the reaction system is fully dissolved, slowly add 2 grams of magnesium chloride and 1 gram of self-made magnesia-supported silica catalyst, close the reaction system, vacuumize and replace with argon three times, and finally vacuumize to ensure the reaction The system is maintained at a vacuum degree of about -0.06MPa, and the temperature is slowly raised to about 60°C, and the reaction condition is maintained for 2 hours. As the reaction progresses, water is continuously distilled out with the reflux of toluene. After the reaction is completed by Gc detection, The self-made supported catalyst was separated by filtration, rinsed with a small amount of toluene, dried for repeated application, collected the toluene phase,...

Embodiment 2

[0042] Preparation of magnesia-supported silica catalyst: Add 100g of magnesium nitrate into 800g of water and stir fully, slowly raise the temperature to 35°C, add sodium carbonate to adjust the pH value of the reaction to 10, then add 95g of 350 mesh silica, and keep the temperature fully Immerse for 4-6 hours, then lower the system to room temperature, filter, dry the solvent, sinter at 350° C. for 2.5 hours, and granulate to obtain a granular magnesia-supported silicon dioxide catalyst.

[0043] Add 200mL of toluene (relative density 0.87g / ml) to the reaction device equipped with a water separator and a reflux tube condenser, and add 40g (0.263moL, 1.0Eqv) and isophytol 77.9g (0.263moL, 1.0Eqv), after the reaction system is fully dissolved, slowly add 2 grams of magnesium chloride and 1 gram of self-made magnesium oxide-supported silica catalyst, seal the reaction system, vacuumize with argon The gas was replaced three times, and finally vacuumed to ensure that the reactio...

Embodiment 3

[0045] Preparation of magnesia-supported silica catalyst: Add 100g of magnesium nitrate into 1000g of water and stir fully, slowly raise the temperature to 45°C, add sodium carbonate to adjust the pH value of the reaction to 11.5, then add 105g of 450 mesh silica, and keep the temperature fully Immerse for 6 hours, then lower the system to room temperature, filter, dry the solvent, sinter at 450° C. for 3.5 hours, and granulate to obtain a granular magnesia-supported silica catalyst.

[0046] In the reaction device equipped with a water separator and a reflux tube condenser, add 200mL of toluene, and add 40g (0.263moL, 1.6Eqv) of 2,3,5-trimethylhydroquinone and isophytol 48.7 g (0.164moL, 1.0Eqv), after the reaction system is fully dissolved, slowly add 2 grams of magnesium chloride and 1 gram of self-made magnesia-supported silica catalyst, seal the reaction system, vacuumize and replace with argon three times, and finally vacuumize to ensure The reaction system is maintained...

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Abstract

The invention relates to the fine chemistry industry synthesis field, and especially relates to an environmentally-friendly synthesis method of vitamin E. The method comprises the following steps: adding 150-200 parts by weight of toluene into a reaction device, sequentially adding 40 parts by weight of 2,3,5-trimethylquinhydrone and 40-80 parts by weight of isophytol under mechanical stirring, slowly adding 1.5-2.5 parts by weight of magnesium chloride and 0.8-1.2 parts by weight of a magnesium oxide supported silica catalyst after the above obtained reaction system is fully dissolved and clear, closing the reaction system, allowing the reaction system to undergo a reaction under a vacuum degree of -0.07 - -0.05MPa at a temperature of 55-65DEG C for 1.5-2.5h, and allowing toluene reflux to be maintained and generated water to be distilled out with the toluene reflux in the reaction to be in favor of the implementation of the reaction; and recovering the catalyst and the above solvent, and carrying out reduced pressure distillation of the solvent-distilled reaction system to obtain a required pale-yellow oily vitamin E product. The method has the advantages of repeated use of the supported catalyst, high yield, low energy consumption and environmental protection.

Description

technical field [0001] The invention relates to the field of fine chemical synthesis, in particular to a green and environment-friendly synthesis method of vitamin E. Background technique [0002] Since vitamin E was first discovered by humans in 1922, the production and application of vitamin E has been a research hotspot in the field of vitamins. Vitamin E, referred to as tocopherol for short, has important effects on reproductive function, anti-aging and promoting metabolism, and is widely used in the fields of health care drugs and feed additives. [0003] The synthesis reaction mechanism of vitamin E is that under the catalysis of Lewis acid as a catalyst, enol forms alkene carbocation to attack the benzene ring in hydroquinone, and then dehydrates to form a six-membered ring, which belongs to electrophilic addition reaction, and the essence of the reaction belongs to Friedel-Crafts alkylation reaction. [0004] In terms of vitamin E synthesis research, most institu...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/72B01J21/14
Inventor 黄升赵新颖白峻峰
Owner JILIN BEISHA PHARMA
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