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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299181Generated: October 31, 2026

3,5-Dimethoxyphenol → HCID 18379978, compound

https://huagongshe.com/reaction/2299181

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-DimethoxyphenolHCID 10383—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-nitrobenzaldehydeHCID 72933—
CatalystCopperHCID 23978—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 18379978HCID 1837997872%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-Chloro-5-nitrobenzaldehyde (5.57 g), 3,5-dimethoxyphenol (4.62 g), potassium carbonate (8.29 g), copper powder (0.2 g), copper (I) iodide (0.6 g) and N-methyl-2-pyrrolidone (60 ml) were mixed together and then stirred under heating at 120° C. for 30 minutes. After cooling the reaction mixture to room temperature, the reaction mixture was filtered. The filtrate was diluted with water and extracted with ethyl acetate. The exacted solution was sequentially washed in water and then an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The residue after filtration and concentration was purified by silica gel column chromatography (elution solvent; hexane:ethyl acetate=8:2 to 6:4), to recover 2-(3,5-dimethoxyphenoxy)-5-nitrobenzaldehyde (6.54 g; yield of 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495592B1
Source datasetuspto-grants-2002_12
ORD IDord-9f1b607ea3724a4a9693d200ebcbf8e6
Source noteuspto-grants-2002_12