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Convenient synthesis method for ascorbyl tetraisopalmitate

A technology of ascorbic acid and palmitate, applied in directions such as organic chemistry, can solve problems such as troublesome purification and separation, and achieve the effects of cheap raw materials, easy preparation and simple process

Active Publication Date: 2019-02-12
SHANGHAI COACHCHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, there are few literatures on the synthesis of ascorbyl tetraisopalmitate, and there are many defects in the existing synthesis methods. If it needs to be carried out step by step, strong acid, strong base or corrosive acid chloride compounds are used, and the purification and separation are more troublesome.

Method used

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  • Convenient synthesis method for ascorbyl tetraisopalmitate
  • Convenient synthesis method for ascorbyl tetraisopalmitate

Examples

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Embodiment 1

[0016] 200ml of solvent chloroform, 17.6 grams (0.1mol) of L-ascorbic acid, 0.7 grams (0.005mol) of 1,4-dimethyl triazole chloride, 1.63 grams (0.005mol) of cesium carbonate, 120 grams (0.5 mol) of 2-hexyldecanal and 107 grams (0.45 mol) of sodium persulfate were reacted at room temperature for 36 hours, and extracted three times with water and ethyl acetate. The water layer was removed, and the organic layer was dried over anhydrous sodium sulfate. The solvent was removed by a rotary evaporator, and then purified by silica gel chromatography (ethyl acetate / petroleum ether=1 / 5) to obtain 92.5 g of pure ascorbyl tetraisopalmitate with a yield of 82%.

Embodiment 2

[0018] 400ml of solvent chloroform, 17.6 grams (0.1mol) of L-ascorbic acid, 0.7 grams (0.005mol) of 1,4-dimethyl triazole chloride, 1.63 grams (0.005mol) of cesium carbonate, 120 grams (0.5mol) of 2-hexyldecanal, and 277 grams (0.45mol) of potassium persulfate compound salt, after 36 hours of reaction at room temperature, extracted three times with water and ethyl acetate. Remove the water layer, and use anhydrous sulfuric acid for the organic layer Sodium dry. The solvent was removed by a rotary evaporator, and then purified by silica gel chromatography (ethyl acetate / petroleum ether=1 / 5) to obtain 97.1 g of pure ascorbyl tetraisopalmitate with a yield of 86%.

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Abstract

The invention belongs to the technical field of organic chemical synthesis and specifically relates to a synthesis method for ascorbyl tetraisopalmitate. According to the synthesis method for the ascorbyl tetraisopalmitate disclosed by the invention, 2-hexyl capraldehyde and L-ascorbic acid are utilized to directly react under the action of a catalyst and an oxidant to generate ascorbyl tetraisopalmitate; the ascorbyl tetraisopalmitate is prepared by aftertreatment of extracting, washing, drying, concentrating, purifying and the like. The synthesis method for the ascorbyl tetraisopalmitate hasthe advantages of cheap raw materials, convenient technology, greenness, safety, high efficiency, environmental protection and suitability for industrial production.

Description

technical field [0001] The invention belongs to the technical field of organic chemical synthesis, and in particular relates to a method for preparing ascorbyl tetraisopalmitate from 2-hexyldecanal and L-ascorbic acid. Background technique [0002] Ascorbyl tetraisopalmitate, as an important ascorbic acid derivative, is a fat-soluble antioxidant. It not only retains the anti-oxidation of ascorbic acid, namely vitamin C, and the pharmacological effects of preventing vascular sclerosis and treating sepsis, but also has fat solubility. It is a highly efficient and multi-functional additive that extends the scope of application of the product. In medicine, it is used as an antioxidant, stabilizer, and synergist in medicine; in health food, it is mainly used as an antioxidant and nutritional enhancer for human body; in the field of cosmetics, it is mainly used as an additive for cosmetics. [0003] At present, there are few documents on the synthesis of ascorbyl tetraisopalmitat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/62
CPCC07D307/62
Inventor 吴江张伟朱纯银张股林
Owner SHANGHAI COACHCHEM TECH
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