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Method for synthesizing benzoic acid through thioxanthene catalysis under condition of illumination

A technology of thioxanthene and benzoic acid, applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of backward development of organic photochemistry, reduce the cost of the reaction process, reduce environmental pollution, and improve cleanliness Effect

Inactive Publication Date: 2015-12-16
FUDAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But in China, the development of organic photochemistry is still relatively backward

Method used

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  • Method for synthesizing benzoic acid through thioxanthene catalysis under condition of illumination

Examples

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Effect test

Embodiment 1

[0031] In a 50 mL glass reaction flask, add 92 mg of toluene, 3 times the volume of solvent acetonitrile, and 10% mass fraction of thiathene, stir magnetically in an air atmosphere, and react at 40 °C under visible light for 100 hours. After the reaction time was reached, only a single product, benzoic acid, was formed by high performance liquid chromatography. Vacuum rotary evaporation, column chromatography separation and purification, the product mass is 68 mg, and the yield is 50%.

Embodiment 2

[0033] In a 50mL glass reaction flask, add 92mg toluene, 5 times the volume of solvent DMF, 0.1% mass fraction of thiathene, magnetically stir in an air atmosphere, and react under light for 50 hours at a temperature of 70°C. After the reaction time was reached, only a single product, benzoic acid, was formed by high performance liquid chromatography. Vacuum rotary evaporation, column chromatography separation and purification, the product mass is 80 mg, and the yield is 66%.

Embodiment 3

[0035] In a 50 mL glass reaction flask, add 92 mg of toluene, 3 times the volume of solvent benzene, and 2% thiathene by mass, stir magnetically in an air atmosphere, and react at a temperature of 100 °C under visible light for 4 hours. After the reaction time was reached, only a single product, benzoic acid, was formed by high performance liquid chromatography. Vacuum rotary evaporation, column chromatography separation and purification, the product mass is 122 mg, and the yield is 100%.

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Abstract

The invention belongs to the technical field of chemical industry and particularly relates to a method for synthesizing benzoic acid through thioxanthene catalysis under the condition of illumination. The method comprises the steps of: adding a raw material, i.e., toluene, a thioxanthene catalyst and a solvent into a reactor; carrying out magnetic-stirring reaction in an air atmosphere at the reacting temperature of 25-100 DEG C; and carrying out reacting for 1-100 hours under the condition of visible-light illumination. According to the method disclosed by the invention, use of reagents, which have high corrosiveness and high toxicity and are liable to produce toxicity, in the traditional synthesis methods are avoided, so that the cleanness of industrial synthesis reaction is improved, the environmental pollution is lowered, and the energy consumption is lowered. According to the method disclosed by the invention, n-butanol is adopted as a reaction catalyst, so that the cost is reduced. The method disclosed by the invention is completed in one step, and the variety of the raw materials used is single, so that the economical efficiency of process is increased.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, and in particular relates to a method for synthesizing benzoic acid, in particular to a method for catalyzing the synthesis of benzoic acid with thioxanthene under the condition of light irradiation. Background technique [0002] Benzoic acid is scaly or needle-like crystals with the smell of benzene or formaldehyde. Melting point 122.13°C, boiling point 249°C, slightly soluble in water, easily soluble in organic solvents such as ethanol and ether. Benzoic acid is used in the production of medicines, dye carriers, plasticizers, spices and food preservatives, and is also used in the performance improvement of alkyd resin coatings. Benzoic acid is an important acid-type food preservative. Its molecular formula is C 7 h 6 o 2 , the relative molecular mass is 122.1214. The structural formula of benzoic acid is: [0003] [0004] At present, the production process of preparing benz...

Claims

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Application Information

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IPC IPC(8): C07C51/265C07C63/06
CPCC07C51/265C07C63/06
Inventor 丁爱顺郭浩朱兴飞
Owner FUDAN UNIV
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