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Method for catalytically synthesizing 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate

A technology of trimethylsilyl and methyl hydroxybenzoate, which is applied in chemical instruments and methods, silicon organic compounds, physical/chemical process catalysts, etc., can solve the problems of expensive catalysts, high production costs, and low recycling rates. Low-level problems, to achieve the effect of simple utilization, stable product quality, and easy recycling

Pending Publication Date: 2022-04-12
SHANDONG JINCHENG KERUI CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the price of the catalyst is relatively expensive, the catalytic efficiency is low, the recovery rate is low and recovery is difficult
Therefore, the production cost of the product is too high

Method used

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  • Method for catalytically synthesizing 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate
  • Method for catalytically synthesizing 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate
  • Method for catalytically synthesizing 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] (1) Add 30ml of absolute ethanol to a 50ml three-necked round-bottomed flask, add 0.5ml of potassium nitrate solution (0.1mol / L) dropwise, stir and mix thoroughly, add 6ml of tetraisopropyl titanate, and stir vigorously until a white precipitate appears . After sealing, static aging for 24h. After centrifugation, washing with purified water, and drying at 60°C, the precursor of titanium dioxide was obtained. Place 0.2g of titanium dioxide precursor in a beaker and add 0.05wt.%H 2 O 2 40ml of the solution, 0.4g of solid sodium hydroxide was added after fully stirring, the mixture was placed in a hydrothermal kettle with a polytetrafluoroethylene lining, and the hydrothermal reaction was carried out at 180 ° C for 3 hours; washing. Add 20ml of hydrochloric acid (0.1mol / L) to the washed sample, soak it for 10 minutes, and then wash it with centrifugation, absolute ethanol, and deionized water to obtain the sample; the sample is dried at 60°C, ground, and then placed at...

Embodiment 2

[0051] (1) 30ml of absolute ethanol was added to a 50ml three-necked round-bottomed flask, 0.4ml of potassium nitrate solution (0.15mol / L) was added dropwise, and the mixture was fully stirred and mixed. Add 6 ml of tetraisopropyl titanate and stir vigorously until a white precipitate appears. After sealing, static aging for 24h. After centrifugation, washing with purified water, and drying at 60°C, the precursor of titanium dioxide was obtained. Place 0.2g of titanium dioxide precursor in a beaker and add 0.13wt.%H 2 O 2 40ml of the solution, 0.45g of solid potassium hydroxide was added after fully stirring, the mixture was placed in a hydrothermal kettle with a polytetrafluoroethylene lining, and the hydrothermal reaction was carried out at 160 ° C for 3.5 hours; washing. Add 20 ml of hydrochloric acid (0.1 mol / L) to the washed sample, and soak for 10 minutes. After centrifugation, washing with absolute ethanol and deionized water, the samples were obtained; the samples...

Embodiment 3

[0057] (1) 30ml methanol was added to a 50ml three-necked round bottom flask, 0.2ml potassium nitrate solution (0.75mol / L) was added dropwise, and the mixture was fully stirred and mixed. Add 6 ml of tetraisopropyl titanate and stir vigorously until a white precipitate appears. After sealing, static aging for 24h. After centrifugation, washing with purified water, and drying at 60°C, the precursor of titanium dioxide was obtained. Place 0.2g of titanium dioxide precursor in a beaker and add 0.20wt.%H 2 O 2 40ml of the solution, 0.45g of solid sodium hydroxide was added after fully stirring, the mixture was placed in a hydrothermal kettle with a polytetrafluoroethylene lining, and the hydrothermal reaction was carried out at 220 ° C for 4.5 hours; washing. Add 20 ml of hydrochloric acid (0.1 mol / L) to the washed sample, and soak for 10 minutes. After centrifugation, washing with absolute ethanol and deionized water, the samples were obtained; the samples were dried at 60 °...

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Abstract

The invention relates to a method for catalytically synthesizing 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate, and belongs to the technical field of medicine intermediate synthesis and material synthesis. The method comprises the following steps: under the action of a palladium-loaded titanium dioxide hollow nano-microsphere catalyst, carrying out a reaction on 4-iodine-3-methyl hydroxybenzoate and trimethylsilylacetylene to generate 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate. The catalyst prepared by the invention is simple to synthesize, easy to recover and better in regeneration effect. The catalytic synthesis method of the 3-hydroxy-4-((trimethylsilyl) ethynyl) methyl benzoate is simple and easy to operate, the yield can reach 95%, and the obtained product is stable in quality and high in purity.

Description

technical field [0001] The invention relates to a method for catalytically synthesizing methyl 3-hydroxy-4-((trimethylsilyl)ethynyl)benzoate, which belongs to the technical field of pharmaceutical intermediate synthesis and material synthesis. Background technique [0002] 3-Hydroxy-4-((trimethylsilyl)ethynyl)methyl benzoate is an important pharmaceutical intermediate, mainly used in the synthesis of benzofuran-6-carboxylic acid, the key fragment of vertamilast . Ritazast is the first new drug that can be used to improve and treat dry eye disease. Therefore, the demand for methyl 3-hydroxy-4-((trimethylsilyl)ethynyl)benzoate will continue to increase over time, and the market prospect is very broad. [0003] Catalytic technology using nanomaterials as catalysts provides an effective way to catalyze synthesis reactions and control environmental pollution. Titanium dioxide is one of the most common nanomaterials, which itself has many advantages, such as: simple preparation...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F7/08B01J23/44B01J35/08
Inventor 孙涛韩扬郭凯李宇倪守朋
Owner SHANDONG JINCHENG KERUI CHEMICAL CO LTD