Improved method of hydroxytyrosol synthesizing process

A technology of hydroxytyrosol and dihydroxyphenylacetic acid, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as long production cycle, environmental pollution, and easy oxidation of products, and achieve less waste and more efficient operation Safe, low-cost results

Inactive Publication Date: 2018-06-15
SHANDONG ACADEMY OF PHARMACEUTICAL SCIENCES
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Problems solved by technology

The problem with this method is that silica gel column chromatography is used for separation and purification, which consumes a large amount of petroleum ether and ethyl acetate, resulting in long production cycle, high solvent cost, environmental pollution, and the product is easily oxidized during column chromatography

Method used

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  • Improved method of hydroxytyrosol synthesizing process

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Embodiment Construction

[0020] In order to better understand the content of the present invention, the technical solutions of the present invention will be further described below in conjunction with specific implementations, but the specific implementations do not limit the present invention.

[0021] Add 0.1 mol of a dichloromethane solution of tetrabutylammonium borohydride (preparation method reference J. Agric. Food Chem. 2000, 48, 4087-4090) into the reaction flask, and cool down to -5°C. In addition, 3,4-dihydroxyphenylacetic acid (8.4g, 0.05mol) was dissolved in 20ml of tetrahydrofuran, and added dropwise to the reaction flask, keeping the temperature at -5~5°C. After dropping, add iodomethane dropwise at this temperature ( 3.1ml, 0.05mol), the dropwise addition was completed, and the reaction was carried out at room temperature for 2 hours. Add about 80ml of 1N hydrochloric acid dropwise to the reaction solution, stir and separate the layers, extract the dichloromethane layer with water (40m...

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Abstract

The invention discloses an improved method of a hydroxytyrosol synthesizing process. According to the method, 3, 4-dihydroxyphenylacetic acid is reduced by tetrabutylammonium borohydride to obtain hydroxytyrosol. The improved method provided by the invention achieves effects of safe and simple operation, low cost, environmental protection, less three wastes and high quality by adjusting the reaction post-treatment step.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a method for improving the synthesis process of hydroxytyrosol. Background technique [0002] Hydroxytyrosol (chemical name: 3,4-dihydroxyphenylethanol, English name: hydroxytyrosol) is a polyphenolic natural product, which is commonly found in the structure of plant secondary metabolites such as oleuropein, and is found in the leaves and The content is higher in the fruit. Its molecule contains the structure of o-diphenolic hydroxyl group, which has strong antioxidant and free radical scavenging ability, and has some biological activities beneficial to human health, such as anti-tumor, anti-bacterial, anti-inflammatory, and on the cardiovascular and cerebrovascular, sugar and Prevention of lipid metabolism diseases. [0003] [0004] At present, hydroxytyrosol is mainly obtained by the following methods (1) extraction from natural products, and hydroxy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/11C07C37/00C07C37/72
CPCC07C37/002C07C37/72C07C39/11
Inventor 赵思太马新成刘宪华任业明刘宜辉耿传荣邓玉晓张宁孔祥雨冯光玲孙晋瑞李丹段崇刚
Owner SHANDONG ACADEMY OF PHARMACEUTICAL SCIENCES
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