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Preparation method of 3-carboxybenzaldehyde

A technology of carboxybenzaldehyde and toluic acid, which is applied in the preparation of carboxylate, organic compound, and nitrile, can solve the problems of lack of preparation methods and 3-carboxybenzaldehyde, and achieve process operation Simple, low cost, high product purity and high yield

Inactive Publication Date: 2020-04-10
黄石市利福达医药化工有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, 3-carboxybenzaldehyde is not available on the market, and there is no suitable process to prepare it. In the prior art, there is no relevant report on the synthesis of 3-carboxybenzaldehyde, and there is a lack of effective preparation methods.

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  • Preparation method of 3-carboxybenzaldehyde

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preparation example Construction

[0014] The invention provides a preparation method of 3-carboxybenzaldehyde, using m-tolunitrile as a starting material to obtain 3-carboxybenzene through the first hydrolysis reaction, acidification reaction, chlorination reaction, oxidation reaction and second hydrolysis reaction formaldehyde.

[0015] The preparation method of 3-carboxybenzaldehyde provided by the present invention adopts m-tolunitrile as the starting raw material and only needs to carry out simple first hydrolysis reaction, acidification reaction, chlorination reaction, oxidation reaction and second hydrolysis reaction to obtain , the reaction conditions are mild, the product purity and yield are high, the raw materials are simple and easy to obtain, and the production cost is greatly reduced.

[0016] In the second hydrolysis reaction process of the present invention, glacial acetic acid is selected as a raw material. Compared with other acids, glacial acetic acid is selected to make the hydrolysis reacti...

Embodiment 1

[0041] Add 117g m-tolunitrile, 800g water, and 200g sodium hydroxide solution with a mass fraction of 30% to a 2000ml four-neck flask equipped with mechanical stirring, thermometer, reflux condenser, and heating device, start stirring, and heat up to 100°C for reflux React for 4 hours; then add dropwise 30% hydrochloric acid to adjust the pH to 1, cool to room temperature, filter, wash with water, filter and dry to obtain 134 g of m-toluic acid, the reaction yield of this step is 98.5%.

[0042] Put 68g of m-toluic acid and 680g of carbon tetrachloride into a 1000ml four-necked bottle with mechanical stirring, thermometer, reflux condenser, tail gas absorption device, chlorine pipe, and heating device, start stirring, and heat up to 120°C for reflux. Under the irradiation of a mercury lamp, feed chlorine gas evenly, the flow rate is 0.6l / min, react until the m-toluic acid disappears in the sampling, cool and filter, dry to obtain 81g of 3-carboxybenzyl chloride, the yield is 9...

Embodiment 2

[0046] Add 117g m-tolunitrile, 850g water, and 200g sodium hydroxide solution with a mass fraction of 35% to a 2000ml four-necked flask equipped with mechanical stirring, thermometer, reflux condenser, and heating device, start stirring, and heat up to 105°C for reflux React for 6 hours; then add 30% hydrochloric acid dropwise to adjust the pH to 1, cool to room temperature, filter, wash with water, filter and dry to obtain 131 g of m-toluic acid, the reaction yield of this step is 96.3%.

[0047] Put 68g of m-toluic acid and 680g of carbon tetrachloride into a 1000ml four-necked bottle with mechanical stirring, thermometer, reflux condenser, tail gas absorption device, chlorine pipe, and heating device, start stirring, and heat up to 125°C for reflux. Under the irradiation of a mercury lamp, feed chlorine gas evenly, the flow rate is 0.55l / min, react until the m-toluic acid in the sampling disappears, cool and filter, dry to obtain 76g of 3-carboxybenzyl chloride, the yield is...

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Abstract

The invention discloses a preparation method of 3-carboxybenzaldehyde. The method comprises the following steps: by using m-toluonitrile as a starting raw material, carrying out a first hydrolysis reaction, and adding an acid to carry out an acidification reaction to obtain m-toluic acid; carrying out chlorination reaction on m-toluic acid to obtain 3-carboxyl benzyl chloride; mixing the 3-carboxyl benzyl chloride and urotropin for an oxidation reaction, then adding glacial acetic acid and water for a second hydrolysis reaction to obtain the 3-carboxybenzaldehyde. According to the method disclosed by the invention, m-toluonitrile with low cost is used as a raw material, the 3-carboxybenzaldehyde is synthesized through a series of processes of hydrolysis, chlorination, oxidation and hydrolysis, and the product purity and yield are relatively high; the method has the advantages of simple and safe process operation, easily available raw materials and low cost and is suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of organic synthesis, in particular to a preparation method of 3-carboxybenzaldehyde. Background technique [0002] 3-Carboxybenzaldehyde is an important pharmaceutical intermediate and chemical intermediate, with a CAS number of 619-21-6 and a melting point of 173-175°C. [0003] At present, 3-carboxybenzaldehyde is not available in the market, and there is no suitable process to prepare it. In the prior art, there is no report on the synthesis of 3-carboxybenzaldehyde, and there is a lack of effective preparation methods. [0004] Therefore, it is of great practical significance to develop a synthetic method for 3-carboxybenzaldehyde suitable for industrial production. Contents of the invention [0005] The purpose of the present invention is to overcome above-mentioned technical deficiency, propose a kind of preparation method of 3-carboxybenzaldehyde, this method is raw material with m-tolunitrile wit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/373C07C65/30
CPCC07C51/08C07C51/373C07C51/363C07C63/04C07C65/30C07C63/70
Inventor 包泉兴成家钢
Owner 黄石市利福达医药化工有限公司
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