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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854712Generated: November 2, 2026

Sodium Carbonate → 2-(Pyridin-3-Yl)Benzaldehyde

https://huagongshe.com/reaction/1854712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 86639494HCID 86639494—
Catalystpalladium(II) acetateHCID 167845—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
Product2-(Pyridin-3-Yl)BenzaldehydeHCID 385759364%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of 1-bromobenzaldehyde (250 μL, 2.14 mmol), sodium carbonate (270 mg, 2.55 mmol), and 3-pyridineboronic acid (289 mg, 2.35 mmol) in 4.2 mL of N,N-dimethylformamide/water (2:1) were added palladium acetate (24 mg, 0.11 mmol) and triphenylphosphine (115 mg, 0.44 mmol) under nitrogen. After being stirred at 110° C. overnight, the reaction mixture was filtered. The filtrate was diluted with chloroform, and the solution was washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (chloroform/methanol=99/1 to 95/5) to obtain the title compound as a white powder (250 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962674B2
Source datasetuspto-grants-2015_02
ORD IDord-116ce200533745c88f537710052355d5
Source noteuspto-grants-2015_02