Preparation methods of 2-(trifluoromethyl)benzaldehyde and intermediate thereof

A technology of trifluoromethylbenzaldehyde and trifluoromethyldichlorotoluene is applied in the field of preparation of o-trifluoromethylbenzaldehyde and intermediates thereof, and can solve the problems of unsuitability for industrialized production, complicated operation and high cost, Achieve the effect of easy industrial production, simple process and low cost

Active Publication Date: 2012-06-27
LIANHE CHEM TECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The technical problem to be solved by the present invention is to provide a kind of o-trifluoromethylbenzaldehyde in order to overcome the existing defects of preparing o-trifluo

Method used

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  • Preparation methods of 2-(trifluoromethyl)benzaldehyde and intermediate thereof
  • Preparation methods of 2-(trifluoromethyl)benzaldehyde and intermediate thereof
  • Preparation methods of 2-(trifluoromethyl)benzaldehyde and intermediate thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0048] Put 278g (1.0mol) of crude o-trichloromethyldichlorotoluene and 2g of antimony trifluoride into the autoclave, cool down to 10°C, feed 80g (4.0mol) of hydrogen fluoride into the autoclave, heat up to 70°C, and keep the temperature at 70°C React between -90°C, control the pressure of the kettle not higher than 3.5MPa, after 4 hours of reaction, through gas chromatography analysis, o-trichloromethyldichlorotoluene <0.5%, release the pressure to normal pressure, purging with nitrogen for 1 hour, and cool down to At room temperature, add 15g of solid sodium carbonate, stir and filter with suction to obtain 224g of mother liquor, GC area: o-trifluoromethyldichlorotoluene 92%, vacuum distillation, collect 190.5g of fractions at 60-85℃ / -0.095MPa, GC Area: 97.2%, yield 93.5%.

Embodiment 2

[0050] Put 278g (1.0mol) of crude o-trichloromethyldichlorotoluene and 1.0g of antimony trichloride into the autoclave, cool down to 10°C, feed 70g (3.5mol) of hydrogen fluoride into the autoclave, heat up to 70°C, and keep warm at React between 70-90°C, control the pressure of the kettle not higher than 4.0MPa, after 4 hours of reaction, through gas chromatography analysis, o-trichloromethyldichlorotoluene <0.5%, release the pressure to normal pressure, purging with nitrogen for 1 hour, and cool down To room temperature, add 10.8g sodium carbonate solid, stir and filter with suction to obtain 223g mother liquor, GC area: 89.3% o-trifluoromethyldichlorotoluene, rectify under reduced pressure, collect 186.7g of fractions at 60-85℃ / -0.095MPa , GC area: 96.5%, yield 91.7%.

Embodiment 3

[0052] Put 114g (0.5mol) of o-trifluoromethyldichlorotoluene, 210g of 20% sodium hydroxide solution (1.05mol), 240g of acetic acid (4.0mol), and 0.1g of tetrabutylammonium bromide into the autoclave, and close the kettle. Raise the temperature to 160°C, the pressure is 0.45MPa, keep warm for reaction, after 3 hours of reaction, through gas chromatography analysis, o-trifluoromethyldichlorotoluene < 0.5%, cool down to room temperature, filter the reaction solution with suction, evaporate the acetic acid from the mother liquor under reduced pressure , add 240g of water, stir and stand to separate the layers, separate the organic layer, rectify under reduced pressure, collect the fraction at 70-75°C / -0.095MPa, and obtain 78.7g of o-trifluoromethylbenzaldehyde, GC area: 98.5%, Yield: 90.2%.

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Abstract

The invention discloses a preparation method of 2-(trifluoromethyl)benzaldehyde, which comprises the following step: under the action of C1-C4 linear chain saturated monobasic fatty acid and C1-C4 linear chain saturated monobasic fatty acid salt of alkali metal, hydrolyzing 2-(trifluoromethyl)dichlorotoluene with water at a temperature of 150-190 DEG C and under a pressure of 0.3-0.78MPa. The invention also discloses a preparation method of an intermediate of 2-(trifluoromethyl)benzaldehyde, which comprises the following steps: performing selective fluoridation of 2-(trifluoromethyl)dichlorotoluene and hydrogen fluoride under the catalysis of antimony halidesantimony halides, wherein the molar concentration is 2-6 times of that of 2-(trifluoromethyl)dichlorotoluene, and the temperature of selective fluoridation is 60-110 DEG C. The preparation methods disclosed by the invention is simple in operation, low in cost, environment-friendly, and high in yield and purity, and can be better applicable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of o-trifluoromethylbenzaldehyde and its intermediate. Background technique [0002] As an important fine chemical intermediate, trifluoromethylbenzene products are currently in full swing in the research and development of their synthesis process and downstream product applications, and have become hot products in the field of fine chemical intermediates. my country is rich in fluorine chemical resources and has formed a There are many fine fluorine chemical production bases. The products not only meet the needs of the domestic market, but are also exported to foreign countries in large quantities. However, there are not many high-end and high-tech products. Therefore, on this basis, the country should speed up the development of derivatives of trifluoromethylbenzene products. Synthetic technology research and development to promote industrialization. [0003] o-Trifluoromethylbenzaldehyde is an important i...

Claims

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Application Information

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IPC IPC(8): C07C47/55C07C45/43C07C22/08C07C17/20
Inventor 杨茂生樊小彬刘家斌王萍彭寅生
Owner LIANHE CHEM TECH
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