Trimesic acid synthesis

11synthesis methods

Product Name:Trimesic acid
CAS Number:554-95-0
Molecular formula:C9H6O6
Molecular Weight:210.14

Trimesic acid can be produced by Friedel – Crafts methylation of toluene or xylene with chloromethane in the presence of aluminum chloride.It is also formed by liquid-phase disproportionation of xylene in the presence of aluminum chloride.These reactions can be carried out in the gas phase at high temperature on aluminum silicate catalysts.

626-39-1 Synthesis

626-39-1
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$5.00/5g

124-38-9
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$214.00/14L

554-95-0
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$6.00/25g

Yield:554-95-0 97%

Reaction Conditions:

Stage #1: carbon dioxidewith o-phenylenebis(diphenylphosphine);copper(II) acetate monohydrate in 1,4-dioxane at 65; for 0.416667 h;Schlenk technique;
Stage #2: 1,3,5-trisbromobenzenewith palladium diacetate;triethylamine;4,5-bis(diphenylphosphino)-9,9-dimethylxanthene in 1,4-dioxane;toluene at 100; for 16 h;Schlenk technique;

Steps:

23 Preparation of m-dibenzoic acid

General procedure: In a Schlenk (50 mL) reaction flask with a carbon dioxide balloon attached to a branch tube, add Cu (OAc) 2.H2O (0.02 mmol), 1,2-bis (diphenylphosphine) benzene (0.033 mmol), and 1,4 -Dioxane (3.0mL), PMHS (4.0mmol) was added under stirring, and then the reaction flask was placed in an oil bath at 65 ° C for 25min to react under a carbon dioxide atmosphere, followed by toluene (15mL), 3- Bromoiodobenzene (1.0mmol), Pd (OAc) 2 (0.05mmol), Xantphos (0.06mmol), Et3N (5.0mmol, 5.0equiva.), Then remove the carbon dioxide and react at 100 ° C until the raw bromobenzene disappears. After cooling to room temperature, a sodium hydroxide solution (1M, 20.0mL) was added, and the mixture was stirred for 10 minutes and filtered. The solid was washed three times with water. The filtrate was extracted with ethyl acetate (2 × 10mL) and the aqueous layer was left. 1M) adjusted to pH 1-2, extracted with ethyl acetate (3 × 20 mL), dried over anhydrous sodium sulfate, and removed the solvent to obtain m-dibenzoic acid with a yield of 65%

References:

CN110724047,2020,A Location in patent:Paragraph 0141-0143; 0159-0161; 0177

108-67-8 Synthesis