ChemicalBook CAS DataBase List 3-Methoxybenzoic acid

3-Methoxybenzoic acid synthesis

14synthesis methods

Product Name:3-Methoxybenzoic acid
CAS Number:586-38-9
Molecular formula:C8H8O3
Molecular Weight:152.15

10365-98-7 Synthesis

10365-98-7
405 suppliers
$9.00/10g

141-97-9 Synthesis

141-97-9
763 suppliers
$5.00/25g

586-38-9
374 suppliers
$5.00/5g

Yield:586-38-9 85%

Reaction Conditions:

with copper(l) iodide;potassium carbonate in dimethyl sulfoxide at 100; for 24 h;Inert atmosphere;

Steps:

2.1 Typical procedure for thesynthesis of aromatic carboxylic acids from arylboronic acids and acetylacetate:
General procedure: Phenylboronic acid (0.12 g, 1.0 mmol)acetyl acetate (650mg, 5.0 mmol)CuI (19 mg, 10 mol%)K₂CO₃(0.28 g, 2.0 mmol) were dissolved in DMSO (5 mL, anhydrous). The solution was stirred at 100 °C under nitrogen atmosphere for 24h and then cooled and the solution was poured into HCl (40 mL, 1 mol/L). The mixture was extracted with CH₂Cl₂ (40 mL). Then, the solution was washed with HCl (40 mL, 1 mol/l), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt 20:1) to give the desired product 3a(117 mg, 96%) as a white solid.

References:

Zheng, Rui;Zhou, Qizhong;Gu, Haining;Jiang, Huajiang;Wu, Jiashou;Jin, Zhengneng;Han, Deman;Dai, Guoliang;Chen, Rener [Tetrahedron Letters,2014,vol. 55,# 41,p. 5671 - 5675] Location in patent:supporting information

5368-81-0 Synthesis