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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854719Generated: November 2, 2026

Sodium Carbonate → HCID 86639497, compound

https://huagongshe.com/reaction/1854719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-Bromo-2-(dimethylamino)benzaldehydeHCID 43364655—
Catalystpalladium(II) acetateHCID 167845—
SolventN,N-Dimethylformamide--water (1/1)HCID 21962138—
ProductHCID 86639497HCID 8663949791.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of 4-bromo-2-dimethylaminobenzaldehyde (250 mg, 1.10 mmol), sodium carbonate (140 mg, 1.32 mmol), and phenylboronic acid (210 mg, 1.65 mmol) in 2.2 mL of N,N-dimethylformamide/water (2:1) was added palladium acetate (13 mg, 58 μmol) under nitrogen. After being stirred at 100° C. overnight, the reaction mixture was filtered. The filtrate was diluted with ethyl acetate, and the solution was washed with saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10 to 80/20) to obtain the title compound as a yellow oil (226 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962674B2
Source datasetuspto-grants-2015_02
ORD IDord-1bc4f157239643e29eb7fca0cad197a3
Source noteuspto-grants-2015_02