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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757362Generated: October 27, 2026

Ethanol → HCID 19387558, compound

https://huagongshe.com/reaction/1757362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 3977284—
Reactant5-Bromo-3-fluoro-2-(4-octyloxyphenyl)pyridineHCID 19387546—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 19387558HCID 1938755870%

Reaction Steps

4.00 g (10.51 mmol) of 5-bromo-3-fluoro-2-(4-octyloxyphenyl)pyridine, 2.63 g (10.51 mmol) of 4-octyloxybenzeneboronic acid, 0.12 g (0.11 mmol) of tetrakis(triphenylphosphine)palladium(0) and 2.23 g (21.02 mmol) of sodium carbonate are heated at 80° C. for 3 hours in 100 ml of toluene, 70 ml of ethanol and 40 ml of water. The mixture is subsequently partitioned between aqueous sodium chloride solution and ether, and the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate, evaporated and purified by chromatography (silica gel/dichloromethane), giving 3.72 g of 3-fluoro-2,5-di(4-octyloxyphenyl)pyridine. ##STR26## The compound has the phase sequence: X 88 (77.9) Sc 142 SA 171 N 172 I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05445763
Source datasetuspto-grants-1995_08
ORD IDord-59542e11cd6f481f8b5dc20c69e82937
Source noteuspto-grants-1995_08