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Resveratrol synthesis preparation method

A technology for resveratrol and compounds is applied in the field of preparation of resveratrol, which can solve the problems of restricting the popularization and application of resveratrol, low resveratrol content and high extraction cost, and achieves mild reaction conditions and high purity. , the effect of high yield

Inactive Publication Date: 2015-02-04
西安莹朴生物科技股份有限公司
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  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Due to the low content of resveratrol in natural resources and the high cost of extraction, this greatly limits the popularization and application of resveratrol in medicine and health food

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] (1) Synthesis of triphenyl-p-methoxybenzylphosphonium bromide (compound I)

[0019] Add 10.0g (0.050mol) p-methoxybenzyl bromide, 16.0g (0.063mol) triphenylphosphine and 100ml xylene in a 250ml round bottom flask. Start the stirrer and heat to reflux for 8h. After the reaction was cooled to room temperature, it was filtered with suction, and the filter residue was washed with 30ml of xylene, and dried to obtain 21.2g (0.046mol) of compound I, with a yield of 92%.

[0020] (2) Synthesis of cis / trans-3,4,5-trimethoxy-1,2-stilbene mixture (compound Ⅱ)

[0021] Put 200ml of tetrahydrofuran, 21.2g (0.046mol) of compound I and 7.69 (0.046mol) of 3,5-dimethoxybenzaldehyde into a 1L round bottom flask. Start the stirrer and cool the reactant to -10°C, add 100ml of tetrahydrofuran solution containing 7.70g (0.046mol) potassium tert-butoxide dropwise under stirring. Then the reaction mixture was left at room temperature for 0.5h, poured into 1L of water, neutralized with di...

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Abstract

The invention relates to a resveratrol preparation method which belongs to the field of food additives and preparing methods thereof. The resveratrol synthesis preparation method comprises the following steps: (1) using 4-methoxybenzyl bromide, triphenyl phosphine and xylene as raw materials for synthesis of triphenyl 4-methoxybenzyl phosphorus bromide (compound I); (2) using the compound I, tetrahydrofuran and 3, 5-dimethoxy benzaldehyde as raw materials for synthesis of a cis / trans-3, 4, 5-trimethoxy-1, 2-diphenylethene mixture (compounds II); (3) using the compound II, tetrahydrofuran and diphenyl disulfide as raw materials for synthesis of trans-3, 4, 5-trimethoxy-1, 2-diphenylethene (compound III); and (4) using the compound III, boron tribromide and methylene chloride as raw materials for synthesis of trans-3, 4, 5-trihydroxy-1, 2-diphenylethene (compound IV), namely resveratrol. The resveratrol synthesis preparation method has the advantages of mild reaction conditions, high yield (on the basis of the 4-methoxybenzyl bromide, the total yield is 66%), high purity (more than 98%) and the like.

Description

technical field [0001] The invention relates to a preparation method of resveratrol, belonging to the field of food additives and preparation methods thereof. Background technique [0002] Resveratrol (resveratrol, trans-3,4ˊ5-trihydroxy-1,2-stilbene), exists in many plants such as grapes, mulberries, peanuts, alfalfa, among which grapes, especially grape skins higher. The content of resveratrol in red wine can reach 1.5-3ml / L. [0003] Recent studies have shown that resveratrol has the effects of lowering blood lipid levels, preventing low-density lipoprotein oxidation, anti-platelet aggregation and reducing the incidence of heart disease. Meixiang et al. wrote an article in Science and pointed out that the biological activity of resveratrol makes it possible to become a natural substance for human cancer prevention, and it can inhibit the cancer induced by the products catalyzed by cyclooxygenase and catalase . [0004] Due to the low content of resveratrol in natural ...

Claims

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Application Information

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IPC IPC(8): C07C39/21C07C37/055
CPCC07C37/055C07B2200/09C07C41/30C07C41/32C07F9/5456C07C39/21C07C43/215
Inventor 李勇刘文斌
Owner 西安莹朴生物科技股份有限公司
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