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Synthetic method for drug 2-(4-isobutylphenyl)propionic acid

A technology for synthesizing isobutylphenyl and pharmaceuticals, which is applied in chemical instruments and methods, preparation of carboxylate salts, and preparation of organic compounds. Problems such as increased equipment manufacturing costs are beneficial to safe production, avoiding high requirements for corrosion resistance, and reducing production costs

Inactive Publication Date: 2018-07-03
CHENGDU AO KA TE TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Splashing into the eyes will not only damage the cornea, but also damage the deep tissues of the eyes. Therefore, using potassium hydroxide as a reaction synthesis raw material will increase the risk factor of the synthesis process, endanger the health of operators, and is not conducive to safe production; and potassium hydroxide It is highly corrosive and requires high corrosion resistance of production equipment, which leads to an increase in the manufacturing cost of production equipment and production costs, which is not conducive to cost control. Therefore, it is necessary to propose a new synthesis method

Method used

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  • Synthetic method for drug 2-(4-isobutylphenyl)propionic acid
  • Synthetic method for drug 2-(4-isobutylphenyl)propionic acid
  • Synthetic method for drug 2-(4-isobutylphenyl)propionic acid

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Experimental program
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Effect test

Embodiment 1

[0018] 2-(4-isobutylphenyl) propionic acid drug synthesis method, comprises the steps:

[0019] A: Add 2mol 2-(4-isobutylphenyl) propanol in the reaction vessel, 800ml mass fraction is 20% biphenyl solution, raise the solution temperature to 40°C, add 4mol aqueous solution, react for 30min, then add 4mol over Potassium disulfate, continue to react for 90min;

[0020] B: Add 3mol tetrabutoxy zirconium powder in 3 times within 40min, then add 1.2L potassium sulfate solution with a mass fraction of 15%, raise the temperature to 50°C, control the stirring speed to 310rpm, react for 3h, and lower the temperature to 5°C , adding 700ml of mass fraction is 10% potassium chloride solution, the solution is layered, and the oil layer is separated, the pH is adjusted to 3 with a mass fraction of 30% formic acid solution, and the mass fraction is 50% hexyl ether solution for washing for 20min. Recrystallized in 70% 2-ethylbutanol solution and dehydrated with anhydrous magnesium sulfate de...

Embodiment 2

[0022] 2-(4-isobutylphenyl) propionic acid drug synthesis method, comprises the steps:

[0023] A: Add 2mol 2-(4-isobutylphenyl) propanol in the reaction vessel, 800ml mass fraction is 23% biphenyl solution, raise the solution temperature to 43°C, add 5mol aqueous solution, react for 40min, then add 5mol over Potassium disulfate, continue to react for 100min;

[0024] B: Add 4mol tetrabutoxy zirconium powder in 4 times within 50min, then add 1.2L potassium sulfate solution with a mass fraction of 18%, raise the temperature to 52°C, control the stirring speed to 320rpm, react for 3.5h, and lower the temperature to 7 ℃, add 700ml mass fraction of 13% potassium chloride solution, the solution is layered, separate the oil layer, adjust the pH to 3.5 with a mass fraction of 32% formic acid solution, and wash with a mass fraction of 53% hexyl ether solution for 25min. It was recrystallized from 74% 2-ethylbutanol solution, and dehydrated with anhydrous magnesium sulfate dehydrating...

Embodiment 3

[0026] 2-(4-isobutylphenyl) propionic acid drug synthesis method, comprises the steps:

[0027] A: Add 2mol 2-(4-isobutylphenyl) propanol in the reaction vessel, 800ml mass fraction is 27% biphenyl solution, raise the solution temperature to 46°C, add 6mol aqueous solution, react for 50min, then add 6mol over Potassium disulfate, continue to react for 120min;

[0028] B: Add 5mol tetrabutoxyzirconium powder in 5 times within 60min, then add 1.2L potassium sulfate solution with a mass fraction of 22%, raise the temperature to 54°C, control the stirring speed to 330rpm, react for 4h, and lower the temperature to 9°C , adding 700ml mass fraction is 16% potassium chloride solution, the solution is layered, and the oil layer is separated, and the mass fraction is 35% formic acid solution to adjust the pH to 4, and the mass fraction is 56% hexyl ether solution for washing for 30min. Recrystallized in 77% 2-ethylbutanol solution and dehydrated with anhydrous magnesium sulfate dehydr...

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Abstract

The invention discloses a synthetic method for the drug 2-(4-isobutylphenyl)propionic acid. The synthetic method comprises the following steps: adding 2-(4-isobutylphenyl)propanol and a biphenyl solution into a reaction container, increasing the temperature of the solution, adding an aqueous solution, then carrying out a reaction, then adding potassium peroxodisulfate and continuing the reaction;and adding tetrabutoxyzirconium powder in batches, then adding a potassium sulfate solution, carrying out heating, controlling the speed of stirring, carrying out a reaction, carrying out cooling, adding a potassium chloride solution, subjecting the solution to layering so as to separate an oil layer, adjusting a pH value with a formic acid solution, carrying out washing with a hexyl ether solution, then carrying out recrystallization in a 2-ethylbutanol solution, and carrying out dehydration with a dehydrating agent so as to obtain finished 2-(4-isobutylphenyl)propionic acid.

Description

technical field [0001] The invention relates to a preparation method of medicine, which belongs to the field of organic synthesis, in particular to a medicine synthesis method of 2-(4-isobutylphenyl)propionic acid. Background technique [0002] 2-(4-isobutylphenyl)propionic acid is used as a PG synthase inhibitor, a cyclooxygenase (COX) inhibitor, and its inhibitory activity on COX-1 is greater than that on COX-2. Heat analgesic and anti-inflammatory effects. It is slightly less effective than acetylsalicylic acid and phenylbutazone in the treatment of rheumatism and rheumatoid arthritis. It is suitable for the treatment of rheumatoid arthritis, rheumatoid arthritis, osteoarthritis, ankylosing spondylitis and neuritis, etc. Most of the existing synthetic methods use isobutyl acetophenone to obtain through condensation, hydrolysis, elimination, oxidation, and neutralization. Raw materials, silver nitrate, the raw material used in this synthetic method, has corrosion and as...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/305C07C57/30
CPCC07C51/305C07C57/30
Inventor 严义达
Owner CHENGDU AO KA TE TECH CO LTD
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