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Natural foodstuff antioxidant sesamol synthesis method

A synthesis method and antioxidant technology, applied in organic chemistry and other directions, can solve the problems of dark product color, difficulty in refining, product loss, etc., and achieve the effects of cheap raw materials, reduced product coloration, and increased yield

Inactive Publication Date: 2006-04-26
GUANGDONG FOOD IND INST
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Problems solved by technology

In the hydrolysis reaction of this method, the coupling side reaction between the product sesamol and the diazonium salt that will not react in the future in the reaction system is more serious, resulting in product loss and pollution of the product by the azo compound generated by the side reaction, which is difficult to refine. Problems such as deep color of the product

Method used

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  • Natural foodstuff antioxidant sesamol synthesis method
  • Natural foodstuff antioxidant sesamol synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Weigh 13.7 g of piperamine, dissolve it in a solution of 100 ml of water and 27 g of concentrated sulfuric acid, and heat it to clear. Then the temperature was lowered to -5°C, and 30ml of 30% sodium nitrite solution was added for diazotization. Add 0.4 g of urea to decompose unreacted sodium nitrite, and the reaction will reach the end point when the reaction solution no longer turns the potassium iodide test paper blue. The prepared diazonium salt solution was evenly added dropwise to a mixed solution of 60 g of copper sulfate, 15 g of sulfuric acid, 100 ml of water and 300 ml of toluene at 80° C. within 5 hours. After the dropwise addition was completed, the reaction was completed at 80°C for 1 hour. Let stand for layering, separate the lower acid-water layer to be reused in the next reaction. The upper organic layer is washed with a small amount of sodium bicarbonate aqueous solution with heat, then washed with water to neutral, dried with anhydrous sodium sulfate and c...

Embodiment 2

[0026] As in Example 1, the toluene in the hydrolysis reaction mixture was changed to 1,2-dichloroethane, and the hydrolysis was carried out at the reflux temperature, and other conditions remained unchanged. In the end, 10.6 grams of off-white sesamol refined products were obtained, and the yield of sesamol was 76%.

Embodiment 3

[0028] As in Example 1, the toluene in the hydrolysis reaction mixture was changed to xylene, and other conditions remained unchanged. In the end, 11.0 grams of off-white sesamol refined products were obtained, and the yield of sesamol was 79%.

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Abstract

The present invention discloses process of synthesizing sesamol as natural structure antioxidant with pepper amine as precursor. The present invention adopts water insoluble organic solvent, especially benzene, as the hydrolysis product extracting agent, has greatly reduced product colorizing, high yield and simplified operation, and may be used in industrial production.

Description

Technical field [0001] The invention relates to a chemical synthesis method of sesamol with a natural structure. Background technique [0002] Sesamol (chemical name 3,4-methylenedioxyphenol) is the most important component that constitutes the unique aroma of sesame oil. Its content reflects the quality of sesame oil. Not only that, as a natural organic phenolic substance, sesamol has excellent antioxidant and antibacterial activities. Its antioxidant activity is much higher than that of synthetic antioxidants such as BHA and BHT. In addition, it is better than these synthetic antioxidants. The much higher safety of oxidants has attracted more and more attention. Sesamol is also an important intermediate for the synthesis of coronary heart disease, hypertension, tumors, senile depression and pyrethroid pesticide synergists. Although sesamol is a natural ingredient substance, it is restricted by the limited source of natural resources. Naturally sourced sesamol cannot meet people...

Claims

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Application Information

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IPC IPC(8): C07D317/54
Inventor 林洪林杰
Owner GUANGDONG FOOD IND INST
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