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Method for synthesizing functional food antioxidant dibutyrin ferulate

A technology of glyceryl dibutyrate and functional food, which is applied in the field of preparation of food antioxidants, can solve the problems of many by-products, mixing, and difficulty in purification, and achieve the effect of mild preparation conditions

Inactive Publication Date: 2020-11-17
SHAANXI INST OF INT TRADE & COMMERCE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, due to the unfavorable control of reaction conditions in the process of preparing ferulic acid dibutyrin, there are many by-products, so that a large amount of other by-products are mixed in the obtained ferulic acid dibutyrin product, and the purification is difficult. lead to lower yield

Method used

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  • Method for synthesizing functional food antioxidant dibutyrin ferulate
  • Method for synthesizing functional food antioxidant dibutyrin ferulate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] The method for functional food antioxidant ferulic acid bisbutyrin, comprises the steps:

[0028] Step 1, add acetone, glycerol chloroform and catalyst sodium p-toluenesulfonate in the dry there-necked flask equipped with electric stirrer and Soxhlet extractor, anhydrous Na is housed in the extraction cylinder in the Soxhlet extractor 2 SO 4 , after heating to reflux for 4.5h, add NaHCO 3 To pH=7, filter while hot, carry out vacuum distillation at 100°C and 30mmHg, collect fractions, and freeze-dry to obtain isopropylidene glycerol, namely material A;

[0029] Step 2, mixing ferulic acid with the material A prepared in step 1, adding a strong acidic cation exchange resin, and stirring at room temperature for 12 hours to obtain material B;

[0030] Step 3, adding dropwise a dilute hydrochloric acid solution with a concentration of 0.5 mol / L to the material B prepared in step 3, heating to reflux, adjusting the pH to neutral, washing with water, and obtaining material C...

Embodiment 2

[0033] The method for functional food antioxidant ferulic acid bisbutyrin, comprises the steps:

[0034] Step 1, add acetone, glycerol chloroform and catalyst sodium p-toluenesulfonate in the dry there-necked flask equipped with electric stirrer and Soxhlet extractor, anhydrous Na is housed in the extraction cylinder in the Soxhlet extractor 2 SO 4 , after heating to reflux for 5h, add NaHCO 3 To pH=7, filter while hot, carry out vacuum distillation at 100°C and 30mmHg, collect fractions, and freeze-dry to obtain isopropylidene glycerol, namely material A;

[0035] Step 2, mixing ferulic acid with the material A prepared in step 1, adding a strong acidic cation exchange resin, and stirring at room temperature for 10 hours to obtain material B;

[0036] Step 3, adding dropwise a dilute sulfuric acid solution with a concentration of 0.75 mol / L to the material B prepared in step 3, heating to reflux, adjusting the pH to neutral, washing with water, and obtaining material C;

...

Embodiment 3

[0039] The method for functional food antioxidant ferulic acid bisbutyrin, comprises the steps:

[0040] Step 1, add acetone, glycerol chloroform and catalyst sodium p-toluenesulfonate in the dry there-necked flask equipped with electric stirrer and Soxhlet extractor, anhydrous Na is housed in the extraction cylinder in the Soxhlet extractor 2 SO 4 , after heating to reflux for 5.5h, add NaHCO 3 To pH=7, filter while hot, carry out vacuum distillation at 100°C and 30mmHg, collect fractions, and freeze-dry to obtain isopropylidene glycerol, namely material A;

[0041] Step 2, mixing ferulic acid with the material A prepared in step 1, adding a strong acidic cation exchange resin, and stirring at room temperature for 8 hours to obtain material B;

[0042] Step 3, adding dropwise a dilute hydrochloric acid solution with a concentration of 0.5 mol / L to the material B prepared in step 3, heating to reflux, adjusting the pH to neutral, washing with water, and obtaining material C;...

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Abstract

The invention relates to the field of preparation of food antioxidants, particularly to a method for synthesizing a functional food antioxidant dibutyrin ferulate. The method comprises the following steps of: performing condensation reaction on glycerol and acetone to ensure that two hydroxyl groups in the glycerol are firstly protected by the acetone, and then exposing unprotected hydroxyl groups, carrying out esterification reaction with the carboxyl of ferulic acid to graft the ferulic acid on glycerol to obtain a material B; deprotecting the protected hydroxyl in a dilute acid solution, dissociating the two hydroxyl groups, and carrying out esterification reaction on the dissociated hydroxyl groups and butyryl chloride to finally obtain the food antioxidant dibutyrin ferulate. The yield of the dibutyrin ferulate prepared by the method is high, and the preparation conditions are mild.

Description

technical field [0001] The invention relates to the field of preparation of food antioxidants, in particular to a method for synthesizing a functional food antioxidant ferulic acid dibutyrin and a preparation method thereof. Background technique [0002] Ferulic acid (FA) is a phenolic compound found in higher plants, generally found in the cell walls and insoluble fibers of corn, rice bran and bran. In recent years, ferulic acid has become a bulk biochemical product and has been widely used in medicine, food, cosmetics and other fields. Ferulic acid has anti-inflammatory, analgesic, anti-thrombosis, anti-ultraviolet radiation, inhibition of free radical production, endocrine regulation, and regulation of human immune function. It is clinically used for the treatment of diseases such as coronary heart disease, cerebrovascular disease, vasculitis, leukopenia and thrombocytopenia. It is mainly used as an antioxidant in food and cosmetics, but its hydrophilicity hinders its a...

Claims

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Application Information

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IPC IPC(8): C07C67/29C07C69/734
CPCC07C67/29C07D317/18C07D317/20C07D317/24C07C69/734
Inventor 高洁张爽问娟娟丁芳芳王燕
Owner SHAANXI INST OF INT TRADE & COMMERCE
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