Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Process for producing (e)-3-dimethoxy-4'-acetoxy diphenyl ethylene

A technology of acetoxy stilbene and dimethoxy, which is applied in the field of preparation of (E)-3,5-dimethoxy-4'-acetoxy stilbene, can solve complex processes and production problems. The problems such as long cycle and impact on the ecological environment can achieve the effect of simple reaction steps, high total yield and environmental friendliness.

Inactive Publication Date: 2011-01-26
NORTHWEST NORMAL UNIVERSITY
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are three main ways to obtain resveratrol (1) plant extraction method, which affects the ecological environment, high cost, and small production capacity; (2) biological fermentation method or transgenic method, which has a long production cycle, complicated process, And be difficult for making required enzyme; (3) chemical synthesis method, sum up and mainly contain three kinds of methods, i.e. Witting reaction, Heck reaction and Perkin reaction, Witting reaction condition is simple and gentle, raw material is easy to get, but route is long, consumes big, The cost is high, the pollution is large, and the products generated are cis-trans diolefins, and the products are relatively complicated; the Heck reaction route is short, and the product configuration is single, but the raw materials must undergo multi-step reactions and are difficult to obtain; the Perkin reaction route is long and the cost is relatively high. 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 more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Process for producing (e)-3-dimethoxy-4'-acetoxy diphenyl ethylene
  • Process for producing (e)-3-dimethoxy-4'-acetoxy diphenyl ethylene
  • Process for producing (e)-3-dimethoxy-4'-acetoxy diphenyl ethylene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0028] step one

[0029] Add 13.9g of p-cresol and 13.0g of acetic anhydride in a 100ml round-bottomed flask, stir vigorously with a magnetic stirrer, use a dropper to drop a drop of concentrated sulfuric acid as a catalyst, the reaction occurs immediately, and exotherm, continue to stir vigorously for 2 hours , stop the reaction, separate and purify the product by distillation under reduced pressure, distill out acetic acid at 45°C, collect the fraction at 114°C to obtain 17.5g of 4-acetoxytoluene (vacuum degree: 0.02MP) as a colorless transparent liquid, and the yield is 98%. .

[0030] Add 17.5g of 4-acetoxytoluene to another 250ml round-bottomed flask to react with NBS equivalent in quantity, use 50ml of carbon tetrachloride as a solvent, add 0.2g of benzoyl peroxide as an initiator, and heat at 80°C Heat and reflux for 5 hours, filter at 60-70°C, wash the insoluble matter with 10ml carbon tetrachloride three times, combine the organic phases, then evaporate the solvent c...

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

No PUM Login to View More

Abstract

The invention discloses a method for preparing veralkalcohol derivative-(E)-3, 5-dimethoxyl-4'-acetoxyl distyrene. The method depicts Me3SiCl catalyzed by Lewis acid and Ni (acac) 2 to alkenylate 4-acetoxyl benzyl zinc bromide and 3, 5-dimethoxyl benzaldehyde to prepare veralkalcohol derivative-(E)-3, 5-dimethoxyl-4'-acetoxyl distyrene. The method comprises the procedures as follows: first, preparing 4-acetoxyl benzyl bromide, second, preparing 4-acetoxyl benzyl zinc bromide, third, preparing (E)-3, 5-dimethoxyl-4'-acetoxyl distyrene. The character of the invention is that the final product is trans-distyrene compound, the reaction product is single, the raw material is easily obtained, the cost is low, the reaction period is short, the efficiency is high, and the pollution discharge is light and is friendly for environment.

Description

technical field [0001] The present invention relates to the method for preparing resveratrol derivative-(E)-3,5-dimethoxy-4'-acetoxystilbene. Background technique [0002] (E)-3,5-dimethoxy-4'-acetoxystilbene is a derivative of resveratrol and a key intermediate for the preparation of resveratrol. Resveratrol has a variety of pharmacological activities, such as antibacterial, anti-oxidation, anti-cancer, anti-platelet aggregation, prevention of heart disease, 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, inhibit leukotriene B 4 Produces anti-inflammatory effects and inhibits prostaglandin H 2 Synthetase, reductase I, protein kinase, tumor cell necrosis factor, etc. play an anti-tumor effect. Most importantly, resveratrol has no damage to normal human cells, ha...

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
no application Login to View More
IPC IPC(8): C07C69/18C07C67/343
Inventor 胡雨来吴江林
Owner NORTHWEST NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products