Method for preparing p-toluic acid by catalyzing carbon dioxide and methylbenzene

Abstract

The invention relates to the technical field of p-toluic acid preparation, in particular to a method for preparing p-toluic acid by catalyzing carbon dioxide and methylbenzene. The method comprises the following steps: A, adding a catalytic material composed of an aluminum trichloride main catalyst, a zeolite carrier and a chlorosilane cocatalyst, a toluene basic raw material and an organic solvent medium into a reactor; B, under the conditions that the reaction temperature is 20-260 DEG C and the reaction pressure is normal pressure to 7.5 MPa, feeding carbon dioxide for a catalytic reaction to prepare the p-toluic acid. According to the method, methylbenzene is taken as a raw material, carbon dioxide is recycled as a carboxyl source, the p-toluic acid is directly synthesized through a one-step method, the highest atom utilization rate of the synthesis reaction is 100%, and the method shows environmental economic superiority of energy conservation and emission reduction and industrial application sustainability.

Description

technical field

[0001] The invention relates to the technical field of p-toluic acid preparation, in particular to a method for preparing p-toluic acid by catalyzing carbon dioxide and toluene. Background technique

[0002] p-Toluic acid is widely used as an important intermediate raw material for functional materials such as medicine, agricultural chemicals, organic polymer materials, dyes and photosensitive materials. The performance of low-toxicity characteristics strengthens the applicability of the substance. By further using p-toluic acid as an intermediate raw material, a new non-toxic green organic functional material is synthesized by carrying out group transformation research. Recently, p-toluic acid has shown its advancement and versatility in the research and development and application fields of medical organic functional materials, such as p-toluic acid is chlorinated to form Aminomethylbenzoic acid is a hemostatic drug and fibrinolysis inhibitor, which is sui...

Examples

Embodiment 1

[0031] In an intelligent reactor equipped with 3.5g toluene, 0.67g 50% aluminum trichloride BEA zeolite solid carrier and 0.50g 1H, 1H, 2H, 2H-perfluorooctyltrichlorosilane, carbon dioxide was introduced under magnetic stirring, Control the temperature of 40°C and the pressure of 3.0MPa to react for 8h. After the reaction, dilute hydrochloric acid was added to the reaction mixture to adjust the pH to 6-7, then 10.0 g of dichloromethane was added, the organic phase was separated by solid-liquid and liquid-liquid separation, and the organic phase was further washed with pure water until the organic phase was neutral, and finally the organic phase was washed by liquid The organic phase was concentrated by liquid separation and evaporation under reduced pressure, and crystalline p-toluic acid was purified by column chromatography with a yield of 66.5%.

Embodiment 2

[0033] In a reactor containing 3.5g of toluene, 0.13g of aluminum trichloride, 0.15g of BEA zeolite and 0.29g of triphenylchlorosilane, carbon dioxide was introduced under magnetic stirring, and the reaction was carried out at a temperature of 40°C and a pressure of 3.0MPa for 8h. After the reaction, dilute hydrochloric acid was added to the reaction mixture to adjust the pH to 6-7, then 10.0 g of dichloromethane was added, the organic phase was separated by solid-liquid and liquid-liquid separation, and the organic phase was further washed with pure water until the organic phase was neutral, and finally the organic phase was washed by liquid The organic phase was concentrated by liquid separation and evaporation under reduced pressure, and crystalline p-toluic acid was purified by column chromatography with a yield of 63.5%.

Embodiment 3

[0035] In the reactor equipped with 5.0mL of dichloromethane, add 0.92g of toluene, 0.50g of 50% aluminum trichloride BEA zeolite solid carrier and 0.50g of triphenylchlorosilane in the smart reactor, and feed carbon dioxide under magnetic stirring , Control the temperature of 40°C and the pressure of 5.0MPa to react for 8h. After the reaction, dilute hydrochloric acid was added to the reaction mixture to adjust the pH to 6-7, then 10.0 g of dichloromethane was added, the organic phase was separated by solid-liquid and liquid-liquid separation, and the organic phase was further washed with pure water until the organic phase was neutral, and finally the organic phase was washed by liquid The organic phase was concentrated by liquid separation and evaporation under reduced pressure, and crystalline p-toluic acid was purified by column chromatography with a yield of 40.0%.

technical field

[0001] The invention relates to the technical field of p-toluic acid preparation, in particular to a method for preparing p-toluic acid by catalyzing carbon dioxide and toluene. Background technique

[0002] p-Toluic acid is widely used as an important intermediate raw material for functional materials such as medicine, agricultural chemicals, organic polymer materials, dyes and photosensitive materials. The performance of low-toxicity characteristics strengthens the applicability of the substance. By further using p-toluic acid as an intermediate raw material, a new non-toxic green organic functional material is synthesized by carrying out group transformation research. Recently, p-toluic acid has shown its advancement and versatility in the research and development and application fields of medical organic functional materials, such as p-toluic acid is chlorinated to form Aminomethylbenzoic acid is a hemostatic drug and fibrinolysis inhibitor, which is sui...

Examples

Embodiment 1

[0031] In an intelligent reactor equipped with 3.5g toluene, 0.67g 50% aluminum trichloride BEA zeolite solid carrier and 0.50g 1H, 1H, 2H, 2H-perfluorooctyltrichlorosilane, carbon dioxide was introduced under magnetic stirring, Control the temperature of 40°C and the pressure of 3.0MPa to react for 8h. After the reaction, dilute hydrochloric acid was added to the reaction mixture to adjust the pH to 6-7, then 10.0 g of dichloromethane was added, the organic phase was separated by solid-liquid and liquid-liquid separation, and the organic phase was further washed with pure water until the organic phase was neutral, and finally the organic phase was washed by liquid The organic phase was concentrated by liquid separation and evaporation under reduced pressure, and crystalline p-toluic acid was purified by column chromatography with a yield of 66.5%.

Embodiment 2

[0033] In a reactor containing 3.5g of toluene, 0.13g of aluminum trichloride, 0.15g of BEA zeolite and 0.29g of triphenylchlorosilane, carbon dioxide was introduced under magnetic stirring, and the reaction was carried out at a temperature of 40°C and a pressure of 3.0MPa for 8h. After the reaction, dilute hydrochloric acid was added to the reaction mixture to adjust the pH to 6-7, then 10.0 g of dichloromethane was added, the organic phase was separated by solid-liquid and liquid-liquid separation, and the organic phase was further washed with pure water until the organic phase was neutral, and finally the organic phase was washed by liquid The organic phase was concentrated by liquid separation and evaporation under reduced pressure, and crystalline p-toluic acid was purified by column chromatography with a yield of 63.5%.

Embodiment 3

[0035] In the reactor equipped with 5.0mL of dichloromethane, add 0.92g of toluene, 0.50g of 50% aluminum trichloride BEA zeolite solid carrier and 0.50g of triphenylchlorosilane in the smart reactor, and feed carbon dioxide under magnetic stirring , Control the temperature of 40°C and the pressure of 5.0MPa to react for 8h. After the reaction, dilute hydrochloric acid was added to the reaction mixture to adjust the pH to 6-7, then 10.0 g of dichloromethane was added, the organic phase was separated by solid-liquid and liquid-liquid separation, and the organic phase was further washed with pure water until the organic phase was neutral, and finally the organic phase was washed by liquid The organic phase was concentrated by liquid separation and evaporation under reduced pressure, and crystalline p-toluic acid was purified by column chromatography with a yield of 40.0%.

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