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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072230Generated: October 25, 2026

Potassium Carbonate → 4-Chloro-3-(4-methoxyphenyl)benzenecarboxaldehyde

https://huagongshe.com/reaction/1072230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant3-Bromo-4-chlorobenzaldehydeHCID 14049809—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
Product4-Chloro-3-(4-methoxyphenyl)benzenecarboxaldehydeHCID 2239138962.6%

Reaction Steps

To a degassed solution of 4-methoxybenzeneboronic acid (1.51 g, 10 mmol), 3-bromo-4-chlorobenzaldehyde (2 g, 9.13 mmol), and potassium carbonate (3.13 g, 22.8 mmol) in toluene/ethanol 2/1, (60 mL), Pd(PPh3)4 (130 mg, 1 mol %) is added and the mixture is degassed for further 5 minutes. The mixture is then refluxed for 2 days. The mixture was partitioned between ethyl acetate and water and extracted. The organic solvent was dried over sodium sulphate, removed under reduced pressure, and the residue purified by column chromatography (heptane/ethyl acetate 19/1 to afford 1.41 g of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908935B2
Source datasetuspto-grants-2005_06
ORD IDord-80862a31e9374d0b946156e2b82f9975
Source noteuspto-grants-2005_06