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ChemicalBook CAS DataBase List 3,4,5-Trimethoxy benzoic acid
118-41-2

3,4,5-Trimethoxy benzoic acid synthesis

11synthesis methods
As a metabolite of trimebutine, 3,4,5-trimethoxybenzoic acid can be used as a reference substance for trimebutine impurity standards, and used in laboratory organic synthesis and chemical pharmaceutical research and development. Gallic acid and dimethyl sulfate are subjected to methoxylation, and the mixture is filtered and purified to obtain 3,4,5-Trimethoxy benzoic acid.
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Yield:118-41-2 100%

Reaction Conditions:

with sodium hydroxide in ethanol at 50; for 2 h;

Steps:

3,4,5-trimethoxybenzoic acid (c-1)

To a stirred solution of methyl 3,4,5-trimethoxybenzoate(22.6 g, 0.1 mol) in 100mL of ethanol, a solution of 0.8mol/LNaOH (250mL) was added dropwise at room temperature.The reaction mixture was stirred at 50 °C for 2 h. Aftercooling to room temperature, the reaction mixture was carefullyacidified to pH 2~3 by adding concentrated hydrochloricacid under an ice-water bath. The precipitate was collected byfiltration, washed quickly with cold EtOH-H2O (3: 2), anddried at room temperature under high vacuum to give an3,4,5-trimethoxybenzoic acid c-1 (21.2 g, 100%).

References:

Chen, Dan;Niu, Xiaochen;Wang, Junfei;Zhang, Hongwei;Zhang, Wei;Zhao, Jianchun [Medicinal Chemistry Research,2022,vol. 31,# 5,p. 794 - 804]

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