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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 578595Generated: October 31, 2026

Sodium Carbonate → 4-(3-Chloropyridin-2-yl)benzaldehyde

https://huagongshe.com/reaction/578595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,3-DichloropyridineHCID 16988—
Reactant4-Formylphenylboronic AcidHCID 591073—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-(3-Chloropyridin-2-yl)benzaldehydeHCID 5342623883%

Reaction Steps

{circle around (2)} 100 g (0.676 mol) of 2,3-dichloropyridine was dissolved in 500 mL of ethanol, and 101.4 g (0.676 mol) of (4-formylphenyl)boronic acid and 78 g (0.0676 mol) of Pd(PPh3)4 were sequentially added. A solution of 86 g (0.811 mol) of sodium carbonate in 500 mL of distilled water was placed in the reactor, and the mixture was heated to reflux for 4˜6 hours so as to allow it to react. After completion of the reaction, the reaction solution was concentrated under reduced pressure to remove ethanol, and extracted with ethyl acetate. The extract was treated with magnesium sulfate, filtered and concentrated under reduced pressure, yielding 4-(3-chloropyridin-2-yl)benzaldehyde as represented below in a 83% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040572B2
Source datasetuspto-grants-2015_05
ORD IDord-457b93768f514804b71f452fc742b93d
Source noteuspto-grants-2015_05