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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334258Generated: October 26, 2026

Sodium Carbonate → (1,1'-Biphenyl)-2-carboxaldehyde

https://huagongshe.com/reaction/334258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-BromobenzaldehydeHCID 81129—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
Product(1,1'-Biphenyl)-2-carboxaldehydeHCID 12105275.2%

Reaction Conditions

Temperature160 °C

Reaction Steps

2-Bromobenzaldehyde (315 μL, 2.70 mmol), phenylboronic acid (395 mg, 3.24 mmol), Pd(PPh3)4 (31 mg, 0.027 mmol) and Na2CO3 (430 mg, 4.05 mmol) were dissolved in N,N-dimethylformamide (20 mL) in a reaction vessel and refluxed at 160° C. for 6 hours. After the reaction was completed, the reaction mixture was diluted with EtOAc and saturated NaHCO3 solution was added. The organic layer obtained by extracting the aqueous layer with EtOAc was dried with anhydrous MgSO4 and then filtered. The filtrate was concentrated under reduced pressure and the concentrate was purified by column chromatography (hexane:diethyl ether=8:1) to obtain 369 mg of the target compound (2.03 mmol, 75.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883796B2
Source datasetuspto-grants-2014_11
ORD IDord-cf70e14551404b549f65d855c83a2831
Source noteuspto-grants-2014_11