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Synthetic method of resveratrol intermediate p-hydroxy benzaldehyde

A technology of p-hydroxybenzaldehyde and resveratrol, which is applied in the field of medicine, can solve the problems of catalyst recovery and mechanical application, and achieve the effects of low pollution, simple post-treatment, and mild reaction conditions

Active Publication Date: 2017-06-27
HANGZHOU NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Further research on patents and literature found that the oxidation reaction is significantly affected by the control of gas-liquid mass transfer, and strengthening gas-liquid mass transfer is beneficial to the reaction. CN102992973A) to improve the oxidation reaction; and in terms of catalyst improvement, Lu Liang et al. catalyzed by layered calcined oxides (Chinese patent CN102531860A), thereby improving the yield of the reaction; type catalysts (Chemical Minerals and Processing 2014, November, 29), but the recycling of catalysts becomes more difficult

Method used

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  • Synthetic method of resveratrol intermediate p-hydroxy benzaldehyde
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  • Synthetic method of resveratrol intermediate p-hydroxy benzaldehyde

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Embodiment 1-1

[0021] Put 4g of porous silicon KIT-6 and 30mL of xylene into a reaction vessel, stir in an oil bath at 70°C for 1 hour to obtain a mixed solution of KIT-6 and xylene; dissolve 1g of copper nitrate and 1g of cobalt nitrate in 4mL of water, A metal nitrate solution was obtained; then the metal nitrate solution was added dropwise to the mixed solution of KIT-6 and xylene, and continued to stir at 70°C for 8h. Filter, wash with water, dry at 100°C for 8 hours, and bake at 490°C for 4 hours to obtain a copper-cobalt composite metal oxide catalyst. figure 1 It is an electron microscope picture of copper-cobalt composite metal oxide, which has a large surface area and pore volume, and adjustable pore diameter (2-50nm).

Embodiment 1-2

[0023] Put 4g of porous silicon KIT-6 and 30mL of xylene into a reaction vessel, stir in an oil bath at 70°C for 1 hour to obtain a mixed solution of KIT-6 and xylene; dissolve 2g of nickel nitrate and 2g of cobalt nitrate in 4mL of water, A metal nitrate solution was obtained; then the metal nitrate solution was added dropwise to the mixed solution of KIT-6 and xylene, and continued to stir at 70°C for 8h. Filtrate, wash with water, dry at 120°C for 4 hours, and bake at 510°C for 2 hours to obtain a nickel-cobalt composite metal oxide catalyst. It can be seen from the electron micrograph that the catalyst has a larger surface area and pore volume, and an adjustable pore diameter (2-50nm).

Embodiment 1-3

[0025] Put 4g of porous silicon KIT-6 and 30mL of xylene into a reaction vessel, stir in an oil bath at 70°C for 1 hour to obtain a mixed solution of KIT-6 and xylene; dissolve 3g of manganese nitrate and 3g of cobalt nitrate in 4mL of water, A metal nitrate solution was obtained; then the metal nitrate solution was added dropwise to the mixed solution of KIT-6 and xylene, and continued to stir at 70°C for 8h. Filter, wash with water, dry at 110°C for 6 hours, and bake at 500°C for 3 hours to obtain a manganese-cobalt composite metal oxide catalyst. It can be seen from the electron micrograph that the catalyst has a larger surface area and pore volume, and an adjustable pore diameter (2-50nm).

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Abstract

The invention discloses a synthetic method of a resveratrol intermediate p-hydroxy benzaldehyde. The method comprises the following steps: in a pressure container, adding a certain amount of p-cresol, methanol, a mesoporous compound metal oxide catalyst and sodium hydroxide; and oxidizing the mixture by oxygen to obtain the target product p-hydroxy benzaldehyde. The used mesoporous catalyst is simple in process operation and simple in post-treatment and can be recovered and reused. In addition, the mesoporous catalyst has relatively large surface area and pore volume, adjustable pore diameter and high catalytic activity.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a method for synthesizing a resveratrol intermediate p-hydroxybenzaldehyde. Background technique [0002] p-Hydroxybenzaldehyde is the main intermediate in the synthesis of resveratrol products. Resveratrol series products are a class of non-flavonoid polyphenolic compounds containing stilbene structures, antioxidants naturally present in grapes, mulberries, peanuts and knotweed, belonging to polyphenolic compounds, mainly by scavenging or inhibiting free radical formation , Inhibit lipid peroxidation, regulate antioxidant-related enzyme activities and other mechanisms to exert antioxidant effects. Due to its good effect of inhibiting cancer cells, it is regarded as another new class of green anti-cancer drugs after paclitaxel, and has a large market demand. Since plant extraction is far from meeting the market demand, with the high content of synthetic resveratrol and pterost...

Claims

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Application Information

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IPC IPC(8): C07C45/36C07C47/565B01J23/75B01J23/755B01J23/889B01J35/10
CPCC07C45/36B01J23/002B01J23/75B01J23/755B01J23/8892B01J2523/00B01J35/61B01J35/63B01J35/647C07C47/565B01J2523/842B01J2523/845B01J2523/17B01J2523/847
Inventor 徐伟明章鹏飞施益峰杜奎陶连芝柴科杰李万梅
Owner HANGZHOU NORMAL UNIVERSITY