Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113105Generated: October 25, 2026

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

https://huagongshe.com/reaction/2113105

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 numberUS07524873B2
Source datasetuspto-grants-2009_04
ORD IDord-17cca8dde8d747c1a83076c6fd8688f5
Source noteuspto-grants-2009_04