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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922309Generated: November 1, 2026

Potassium Carbonate → 4'-Methoxy-(1,1'-biphenyl)-4-carboxaldehyde

https://huagongshe.com/reaction/922309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-BromobenzaldehydeHCID 70741—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventWater ethanolHCID 19096565—
Product4'-Methoxy-(1,1'-biphenyl)-4-carboxaldehydeHCID 139448771.4%

Reaction Steps

To a solution of (4-methoxyphenyl)boronic acid (1 g, 6.6 mmol) and 4-bromobenzaldehyde (1.2 g, 3.5 mmol) in ethanol water mixture was added potassium carbonate (1.7 g, 12.0 mmol) and degasified well and added tetrakis (0.7 g, 0.6 mmol) and stirred under argon for 12 h, reaction mass diluted with water and extracted with ethyl acetate, organic layer was washed with water and brine solutions, dried over anhydrous Na2SO4 and concentrated to brown solid as product (1 g, yield: 71.4%). 1H NMR (300 MHz, CDCl3): δ 9.96 (s, 1H), 7.84 (d, 2H), 7.63-7.66 (d, 2H), 7.51-7.54 (s, 2H), 6.93-6.95 (d, 2H), 3.80 (s, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278915B2
Source datasetuspto-grants-2016_03
ORD IDord-f6ce36ce66224d389e4ed3750ba11f94
Source noteuspto-grants-2016_03