ChemicalBook CAS DataBase List Methyl 3,4-dihydroxybenzoate

Methyl 3,4-dihydroxybenzoate synthesis

10synthesis methods

Product Name:Methyl 3,4-dihydroxybenzoate
CAS Number:2150-43-8
Molecular formula:C8H8O4
Molecular Weight:168.15

3943-74-6 Synthesis

3943-74-6
341 suppliers
$5.00/100mg

2150-43-8
282 suppliers
$13.43/1gm:

Yield:2150-43-8 90%

Reaction Conditions:

with aluminium(III) iodide;N,N-dimethyl-formamide dimethyl acetal in acetonitrile at 80; for 18 h;Reagent/catalyst;Temperature;

Steps:

4-6; 3-4 Example 4 (Demethylation of methyl vanillate)
Add acetonitrile (40ml), aluminum triiodide (2.242g, 5.5mmol)) and N,N-dimethylformamide dimethyl acetal (0.894g, 7.5mmol) into a 100ml round bottom flask. After stirring for 15 min, methyl vanillate (0.911g, 5mmol) was added, and stirring was continued at 80°C for 18h. After the reaction was completed, it was quenched with 2M dilute hydrochloric acid (10ml), and then extracted three times with ethyl acetate (50ml). Phase, first washed with saturated sodium thiosulfate aqueous solution (10ml), then dried over anhydrous magnesium sulfate, filtered, the filtrate was removed with a rotary evaporator to remove the solvent, and the residue was passed through flash column chromatography (eluent is petroleum ether/ethyl acetate Ester=4:1, volume ratio) was purified to obtain 0.757 g of methyl 3,4-dihydroxybenzoate (white solid, yield 90%).

References:

Jingchu Institute Of Technology;Tian Juan;Yue Huaxin;Li Yijin;Sang Dayong CN111620764, 2020, A Location in patent:Paragraph 0041-0057

FullText

67-56-1 Synthesis