Novel method for synthesizing Resveratrol by means of organic zinc halide reagent
A technology of resveratrol and zinc halide, applied in the preparation of organic compounds, organic chemistry, chemical instruments and methods, etc., can solve the problems of long reaction routes, complex products, long routes, etc., and achieve pollution-free and synthetic Simple steps and high product purity
Inactive Publication Date: 2009-09-02
NORTHWEST NORMAL UNIVERSITY
View PDF0 Cites 5 Cited by
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
The Witting reaction conditions are simple and mild, and the raw materials are easy to obtain, but the route is long, the consumption is large, the cost is high, and the pollution is large. It must undergo multi-step reactions and is difficult to obtain; the Perkin reaction route is long and the cost is high
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View moreImage
Smart Image Click on the blue labels to locate them in the text.
Smart ImageViewing Examples
Examples
Experimental program
Comparison scheme
Effect test
Embodiment Construction
[0020] The present invention will be further described below through specific examples.
[0021] (1) Preparation of Resveratrol Derivatives—(E)-3,5-diacetoxy-4'-acetoxystilbene
[0022] In a 100ml three-neck bottom flask equipped with a constant pressure funnel, add 0.17g of zinc powder, protect with nitrogen, add 5 drops of trimethylchlorosilane to activate, use 1ml of tetrahydrofuran as a solvent, and stir at room temperature for 5 minutes. The zinc powder is activated. The mixture of 0.63g of 4-acetoxybenzyl bromide and 5ml of tetrahydrofuran was slowly added dropwise under cooling in an ice bath. After the drop was completed, stirring was continued at room temperature for 40 minutes to obtain 4-acetoxybenzylzinc bromide.
[0023] In addition, take a three-neck bottom flask equipped with a constant pressure funnel of 100ml, add 0.1g triphenyl phosphopalladium chloride (Pd(PPh 3 ) 2 Cl 2 ), using 2ml tetrahydrofuran as a solvent, slowly drop the 4-acetoxy benzyl zinc bro...
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More PUM
Login to View More Abstract
The invention discloses a novel method for synthesizing Resveratrol by means of organic zinc halide reagent. The method comprises the following steps: firstly, carrying out reaction between 4-substituent benzyl bromide and activated zinc powder for 0.5 to 1 hour at normal temperature to prepare 4-substituent zinc benzyl bromide; secondly, carrying out reaction between 4-substituent zinc benzyl bromide and 3,5-disubstituent benzaldehyde for 7 to 8 hours, at a temperature between 30 DEG C below zero and normal temperature, in the presence of Lewis acid and catalysts, and hydrolyzing the reaction product by a saturated ammonium chloride solution to obtain Resveratrol derivative after extraction, drying and separation; and finally, hydrolyzing the Resveratrol derivative to obtain the object product. The novel method adopts most commonly used chemical materials and auxiliary agents, so raw materials are easily obtained and the cost is low; moreover, the method has the advantages of simple synthesis steps, short process route, high total yield and single synthesis product; meanwhile, the method does not cause pollution in the whole synthesis process and is environment-friendly.
Description
technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a synthetic method for preparing resveratrol, in particular to a new method for synthesizing resveratrol with an organic zinc halide reagent. Background technique [0002] Resveratrol has a variety of pharmacological activities, such as antibacterial, anti-oxidation, heart disease prevention, anti-cancer, anti-platelet aggregation, liver protection, estrogen effect, radiation protection, immune regulation, anti-AIDS activity, etc., and can also repair atypical Cellular DNA damage induced by prescriptions for pneumonia. Resveratrol can inhibit the activity of various enzymes or cytokines, such as inhibiting leukotriene B 4 Produces anti-inflammatory effects and inhibits prostaglandin H 2 Synthetase, reoxidase I, protein kinase, tyrosinase, ribonucleotide reductase, tumor necrosis factor, etc. play an anti-tumor effect. It is particularly important that resveratrol has ...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More Application Information
Patent Timeline
Login to View More IPC IPC(8): C07C39/21C07C37/01
Inventor 胡雨来徐雷云黄丹凤徐长明
Owner NORTHWEST NORMAL UNIVERSITY