ChemicalBook CAS DataBase List 2,5-Dimethoxycinnamic acid

2,5-Dimethoxycinnamic acid synthesis

6synthesis methods

Product Name:2,5-Dimethoxycinnamic acid
CAS Number:10538-51-9
Molecular formula:C11H12O4
Molecular Weight:208.21

Synthesis of 2,5-dimethoxycinnamic acid: 2,5-dimethoxybenzaldehyde, malonic acid and pyridine were added to 100ml three necks, piperidine was added at 90°C, refluxed for 2h, cooled to room temperature, and added 3mol/L hydrochloric acid, resulting in a large amount of white precipitate, suction filtration, the filter cake is washed with water, reconstituted with ethanol, after drying, 2,5-dimethoxycinnamic acid was obtained as pale yellow needle crystals.

79-10-7 Synthesis

79-10-7
736 suppliers
$20.16/100 mL

150-78-7 Synthesis

150-78-7
542 suppliers
$5.00/25g

10538-51-9
180 suppliers
$13.43/1gm:

Yield: 51%

Reaction Conditions:

with dipotassium peroxodisulfate;palladium diacetate in 1,4-dioxane;acetic acid at 80; for 24 h;Fujiwara Arylation Carboxylation;

Steps:

General procedure for the synthesis of compounds
General procedure: Typical coupling procedure: Pd(OAc)₂ (22 mg, 5 mol%), K₂S₂O₈ (0.81 g 3 mmol), alkene (2 mmol), arene (15 mmol, 7.5 equiv.), acetic acid (8 mL) and cosolvent (2 mL) were placed in a 20 mL scintillation vial containing a magnetic stirrer bar. The flask was sealed with a Teflon-lined crimped cap, and the reaction solution was stirred vigorously at 80 °C 24 h (unless otherwise specified). The reaction solution was cooled to room temperature, CH₂Cl₂ added, filtered and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel using cyclohexane/ethyl acetate to afford the desired product.

References:

Jones, Roderick C. [Tetrahedron Letters,2020,vol. 61,# 6,art. no. 151471] Location in patent:supporting information

141-82-2 Synthesis