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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417397Generated: October 30, 2026

Guaiacol → HCID 22633232, compound

https://huagongshe.com/reaction/2417397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuaiacolHCID 460—
ReactantCesium carbonateHCID 10796—
Reactant4-Acetoxy-2-bromo-3-methoxybenzaldehydeHCID 21883745—
CatalystCopper oxideHCID 14829—
SolventPyridineHCID 1049—
ProductHCID 22633232HCID 22633232—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a mixture of 4-acetoxy-2-bromo-3-methoxybenzaldehyde (546 mg, 2 mmol; prepared in example 105, step a), 2-methoxy-phenol (280 mg, 2 mmol) and cesium carbonate (1.3 g, 4 mmol) in 16 mL of pyridine was added copper oxide(320 mg, 4 mmol)under argon. The mixture was purged with argon for 10 min, heated at 130° C. overnight and then quenched with 5% HCl solution. The mixture was extracted with ethyl acetate, washed with 1N NaOH solution and water before drying over sodium sulfate. After the removal of the solvent, the residue was chromatographed to give the product, 4-hydroxy-5-methoxy-2-(2-methoxy-phenoxy)-benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825208B2
Source datasetuspto-grants-2004_11
ORD IDord-4945bdbcafc1435cab2ad68f298c7248
Source noteuspto-grants-2004_11