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Cyclobutenone type compound with anti-oxidization effect and preparation method thereof

A technology of anti-oxidation and cyclobutenone, which is applied in organic chemistry, anti-toxic agents, drug combinations, etc., can solve the problems of difficult synthesis of reaction substrates, limited regioselectivity of reaction raw materials, etc., and achieve good anti-oxidation, Novel structure, no effect of by-products

Inactive Publication Date: 2019-06-14
河南湾流生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this type of method can effectively synthesize cyclobutenone compounds, the method cannot be widely used due to the disadvantages of difficult synthesis of the reaction substrate, relatively large limitations of the reaction raw materials, and poor regioselectivity of the reaction. used in mass production

Method used

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  • Cyclobutenone type compound with anti-oxidization effect and preparation method thereof
  • Cyclobutenone type compound with anti-oxidization effect and preparation method thereof
  • Cyclobutenone type compound with anti-oxidization effect and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024]

[0025]In a reaction flask with a water separator, under the protection of nitrogen, add (triphenylphosphine) gold(I) chloride 1g, trifluoromethanesulfonic anhydride 34g and 1,8-bisdimethylaminonaphthalene 21g Add 200mL of toluene, slowly heat to reflux, remove the water contained in the reaction system through the water separator, then cool down to room temperature, add 20g of dibromoacetonitrile, heat to reflux again, further remove the water in the reaction system, and cool down to room temperature again , under the protection of nitrogen, quickly add 15 g of 5-alkynyl-benzo[d][1,3]dioxole, and slowly increase the temperature to 70 °C under the protection of nitrogen, and react for about 3 hours. Add 500mL of water to the solution, continue to heat to reflux, continue to react for 5h, adjust the pH to 4-5 with 1N hydrochloric acid solution, extract 100mL of the extraction reaction solution with ethyl acetate several times, combine the organic layers with 100mL of ...

Embodiment 2

[0027]

[0028] In a reaction flask with a water separator, under the protection of nitrogen, put (triphenylphosphine) gold(I) chloride 0.5g, trifluoromethanesulfonic anhydride 34g and 1,8-bisdimethylaminonaphthalene 21g Add it into 200mL of toluene, slowly heat to reflux, remove the water contained in the reaction system through a water separator, then cool down to room temperature, add 20g of dibromoacetonitrile, heat to reflux again, further remove the water in the reaction system, and drop to room temperature again. At room temperature, under the protection of nitrogen, quickly add 15 g of 5-alkynyl-benzo[d][1,3]dioxole, and slowly increase the temperature to 70°C under the protection of nitrogen, and react for about 3 hours. Add 500mL of water to the reaction solution, continue heating to reflux, continue to react for 5h, adjust the pH to 4-5 with 1N hydrochloric acid solution, extract 100mL of the reaction solution with ethyl acetate for several times, combine the orga...

Embodiment 3

[0030]

[0031] In a reaction flask with a water separator, under the protection of nitrogen, put (triphenylphosphine) gold(I) chloride 0.5g, trifluoromethanesulfonic anhydride 34g and 1,8-diazabicyclodeca Add 15 g of one-carbon-7-ene into 200 mL of toluene, slowly heat to reflux, remove the water contained in the reaction system through a water separator, then cool down to room temperature, add 20 g of dibromoacetonitrile, heat to reflux again, and further remove the reaction system The water in the solution was lowered to room temperature again, and under the protection of nitrogen, 15 g of 5-alkynyl-benzo[d][1,3]dioxole was added quickly, and the temperature was slowly raised to 70 under the protection of nitrogen. ℃, react for about 3 hours, add 500 mL of water to the reaction solution, continue to heat to reflux, continue to react for 5 hours, adjust the pH to 4-5 with 1N hydrochloric acid solution, extract 100 mL of the reaction solution with ethyl acetate for several ...

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Abstract

The invention discloses a cyclobutenone type compound with an anti-oxidization effect and a preparation method thereof and belongs to the technical field of synthesis of functional organic molecules.The technical scheme provided by the invention has the essentials that the cyclobutenone type compound has a structure shown as a formula: The formula is shown in the description. The cyclobutenone type compound with a novel structure is obtained through efficient competitive [2+2] cycloaddition reaction, and anti-oxidization detection is carried out through a DPPH (1,1-diphenyl-2-picrylhydrazyl)method to find out that a target compound has a good anti-oxidization effect, so that the compound can be hopefully applied to the fields including the synthesis of a polyolefin material and is used as an oxidant for inhibiting oxidative degradation of the polyolefin material.

Description

technical field [0001] The invention belongs to the technical field of functional organic molecule synthesis, and in particular relates to a cyclobutenone compound with antioxidative effect and a preparation method thereof. Background technique [0002] The space charge distribution in a polymer affects the dielectric strength of the polymer. There are many factors that affect the space charge in the polymer, such as the impurities introduced during the preparation process of the sample, the additives in the material, the structure and composition of the bulk material, the oxidation of the material, the aggregation form, the electrode and the sample interface status, etc. This not only brings difficulties to the characterization of the space charge of polymers, but also provides many ways and solutions to improve or improve the insulation strength of materials for engineering applications. Some studies have found that after adding a free radical scavenger to polyethylene, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/58A61P39/06
CPCC07D317/58A61P39/06
Inventor 杨维晓王春光侯延生王慧芳
Owner 河南湾流生物科技有限公司
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