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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485054Generated: November 3, 2026

Ethylene Glycol → HCID 118113230, compound

https://huagongshe.com/reaction/1485054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Formylphenylboronic AcidHCID 591073—
Reactant5-Bromo-2-cyclopropylpyridineHCID 22317722—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 118113230HCID 11811323080.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-bromo-6-(cyclopropyl)pyridine (2.00 g), 4-formylphenylboronic acid (1.82 g), palladium(II) acetate (113 mg), tripotassium phosphate (4.50 g) and ethylene glycol (16.8 mL) was stirred at 80° C. for 3 hours. After cooling the reaction mixture to room temperature, water was added to it and two extractions were conducted with ethyl acetate. The combined organic layers were washed with saturated brine and thereafter the crude product was adsorbed on diatomaceous earth, with the solvent being distilled off under reduced pressure. The crude product adsorbed on the diatomaceous earth was purified by silica gel column chromatography (hexane:ethyl acetate=98:2-50:50) to give the titled compound as a colorless solid (1.81 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422240B2
Source datasetuspto-grants-2016_08
ORD IDord-1d0a9e034b254d8c8bf85c13da673d8e
Source noteuspto-grants-2016_08