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Preparation method of vitamin C fatty acid diester

A technology for vitamins and fatty acids, applied in the field of L-ascorbic acid diester and its preparation, can solve the problems of incompatibility, weak antioxidant capacity of tetraesters, etc., and achieves the improvement of antioxidant capacity, compatibility, and esterification reaction rate. Effect

Active Publication Date: 2017-05-31
东方红西洋参药业(通化)股份有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The present invention aims to improve the difficult compatibility of vitamin C monoesters and the weak antioxidant capacity of tetraesters. Starting from the molecular structure, the primary and secondary hydroxyl groups in vitamin C molecules are esterified, so that the compatibility of such products is significantly enhanced.

Method used

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  • Preparation method of vitamin C fatty acid diester
  • Preparation method of vitamin C fatty acid diester
  • Preparation method of vitamin C fatty acid diester

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Experimental program
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Effect test

specific Embodiment approach 1

[0028] Specific embodiment one: the structural formula of vitamin C fatty acid diester in this embodiment is:

[0029]

[0030] Wherein R is a linear alkyl chain with 6-17 carbons or a branched alkyl chain with 6-17 carbons.

specific Embodiment approach 2

[0031] Specific embodiment two: the preparation method of vitamin C fatty acid diester of the present embodiment, carries out according to the following steps:

[0032] Step 1: After mixing vitamin C and ethyl acetate, add pyridine as an acid-binding agent, then add a phase transfer catalyst, and then add fatty acyl chloride dropwise to the reaction system, the system starts to exotherm, maintain the drop rate, and keep the system temperature at 45~50℃, after adding the fatty acid chloride dropwise, continue the reaction for 0.5~1h, adjust the pH value to 5~7, separate the water layer, wash the oil layer with water 2~3 times, distill off the ethyl acetate to obtain colorless oily vitamin C Crude diester;

[0033] Step 2: Dissolve the crude vitamin C diester with methanol-water mixed solvent, lower the temperature to -5~5°C, the product solidifies at the bottom of the solution, separate the methanol layer, and remove the methanol and ethyl acetate from the product layer under a...

specific Embodiment approach 3

[0034] Embodiment 3: The difference between this embodiment and Embodiment 2 is that the volume ratio of vitamin C to ethyl acetate in step 1 is 1 g: (1.0-3.0) mL. Others are the same as in the second embodiment.

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Abstract

The invention provides vitamin C aliphatic acid diester and a preparation method thereof and relates to L-ascorbic acid diester and a preparation method thereof. According to the vitamin C aliphatic acid diester, the problems that vitamin C monoester is difficulty compatible with medicines, and vitamin C tetraester is weak in oxidation resistance are solved. The structural formula of the vitamin C aliphatic acid diester is shown in the specification. The preparation method of the vitamin C aliphatic acid diester comprises the following steps: after vitamin C is mixed with ethyl acetate, adding pyridine and a phase transfer catalyst, dropwise adding fatty acyl chloride into a reaction system, maintaining the dropwise adding speed until the dropwise adding is finished, continuing to react to separate a water layer and an oil layer, washing with water, and evaporating to separate ethyl acetate, so as to obtain a colorless oily vitamin C aliphatic acid diester crude product; and (2) dissolving the colorless oily vitamin C aliphatic acid diester crude product by virtue of a methanol-water mixed solvent, cooling to separate a methanol layer and a product layer, and removing methanol and ethyl acetate, so as to obtain a pure product, namely the vitamin C aliphatic acid diester. According to the preparation method, the compatibility and the oxidation resistance of the vitamin C aliphatic acid diester are obviously enhanced, and the purity of the product is improved. The preparation method is used for preparing the vitamin C aliphatic acid diester.

Description

technical field [0001] The invention relates to an L-ascorbic acid diester and a preparation method thereof. Background technique [0002] Vitamin C can control the peroxidation of free radicals, and has a preventive effect on aging, tumors, cardiovascular and other diseases related to free radicals. However, the defects of poor fat solubility and easy oxidative denaturation limit its application in liposomes and cosmetics. Compared with vitamin C, the solubility and compatibility of vitamin C ester have been improved. It is a new type of safe food additive and cosmetic additive with multiple functional properties such as anti-tumor, anti-aging, anti-biological oxidation, and scavenging free radicals in the body. . [0003] At present, there are mainly two types of vitamin C esters, namely vitamin C monoester and vitamin C tetraester. Vitamin C monoester contains three hydroxyl groups in the mother nucleus molecule, so its fat solubility is not high, and it is prone to em...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/62
CPCC07D307/62
Inventor 由君肖阳阳潘萍武文菊刘波
Owner 东方红西洋参药业(通化)股份有限公司
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