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Synthesis of P-butyl-benzoic Acid Methyl Ester

Properties: Physical properties: P-butyl-benzoic Acid Methyl Ester (Methyl P-Tert-Butyl Benzoate) is colorless or light yellow liquid, density: 0.995 g/cm3, boiling point: 122-124°C, Refractive Index: 1.509-1.511, in the infrared absorption.
Chemical properties: Methyl P-Tert-Butyl Benzoate is a kind of large steric hindrance esters. Like most esters, hydrolysis, nucleophilic substitution, electrophilic substitution reactions would occur in acid or alkaline circumstance.
Application and development of P-butyl-benzoic Acid Methyl Ester
P-butyl-benzoic Acid Methyl Ester is an important pharmaceutical and organic synthesis intermediate. It is widely used in chemical synthesis, pharmaceutical industry, cosmetics, flavors and fragrances industries. The annual demand is very large. Therefore, it has great significance to study the synthesis of P-butyl-benzoic Acid Methyl Ester.
Synthesis methods:
Sulfuric acid catalyzed esterificated synthesis
Ferric chloride anhydrous catalyzed synthesis
Methyl sulfonic acid catalyzed synthesis
Toluenesulfonic acid catalyzed synthesis
Sulfuric acid the titanium catalyst synthesis.
Titanium sulfate catalyst synthesis
After studying above synthesis methods, we got that the type and number of catalyst, water-carrying agent’s effect, operating conditions(energy consumption, temperature, pressure, equipment, product separation) and production requirement should be put emphasis on to improve Methyl P-Tert-Butyl Benzoate’s synthesis.
We selected P-tert-butyl Benzoic Acid(PTSA) and Methanol as raw materials, p-toluenesulfonic acid as the catalyst, Benzene as water-carrying agent to synthesize Methyl P-Tert-Butyl Benzoate. Because P-tert-butyl Benzoic Acid(PTSA) is easily soluble in water, alcohol and ether, insoluble in Benzene, Toluene, Xylene and other benzene solvents, boiling point is at 140℃, PTSA catalyst has properties, such as high catalytic activity, simple post-processing, cheap and easily obtained, mild, little side effects. Meanwhile, it could effectively prevent the device from corrosion and greatly reduce the emissions of waste water.  To sum it up, this method overcomes the deficiencies of previous synthetic methods and meets the requirements of production as well as economic feasibility.