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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460139Generated: October 29, 2026

Potassium Carbonate → 6-(Cyclopropylmethoxy)-4′-methoxy[1,1′-biphenyl]-3-carboxaldehyde

https://huagongshe.com/reaction/460139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 22391279HCID 22391279—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
Product6-(Cyclopropylmethoxy)-4′-methoxy[1,1′-biphenyl]-3-carboxaldehydeHCID 2239150789.7%

Reaction Steps

To a degassed solution of 3-bromo-4-cyclopropylmethoxybenzaldehyde (1.53 g, 6 mmol), 4-methoxybenzeneboronic acid (1.22 g, 8 mmol) and potassium carbonate (2.74 g, 20 mmol) in toluene/ethanol 2/1 (40 mL), Pd(PPh3)4 (100 mg) was added and the mixture was degassed for further 5 minutes. The mixture was then refluxed for 12 hours. The solid is filtered off, and the solvent partitioned between ethyl acetate and water and extracted. The organic solvent was removed under reduced pressure, dried over sodium sulphate and purified by column chromatography on silica (hexane/ethyl acetate 8/2) to afford 1.52 g of product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196102B2
Source datasetuspto-grants-2007_03
ORD IDord-fd3db669104e4f38bbfbf80bced03d0c
Source noteuspto-grants-2007_03