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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780558Generated: October 30, 2026

Dichloromethane → 2-Fluoro-3,6-di(4-octyloxyphenyl)pyridine

https://huagongshe.com/reaction/1780558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium CarbonateHCID 10340—
Reactantp-Bromophenyl octyl etherHCID 145298—
Reactant2-Fluoro-6-(4-octyloxyphenyl)pyridine-3-boronic acidHCID 19046950—
CatalystHCID 178418397HCID 178418397—
SolventBenzeneHCID 241—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Fluoro-3,6-di(4-octyloxyphenyl)pyridineHCID 1904695149.4%

Reaction Steps

3.35 g (10.00 mmol) of 2-fluoro-6-(4-octyloxyphenyl)pyridine-3-boronic acid in 45 ml of ethanol are refluxed together with 2.85 g (10.00 mmol) of 1-bromo-4-octyloxybenzene and 0.37 g (0.31 mmol) of tetrakis(triphenylphosphine)palladium in 60 ml of benzene and 3.18 g (30.00 mmol) of sodium carbonate in 12 ml of water for 20 hours. After distributing the reaction mixture between water and dichloromethane, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, filtered and concentrated. Purification of the residue by chromatography (silica gel, dichloromethane) and recrystallization from acetonitrile give 2.5 g of 2-fluoro-3,6-di(4-octyloxyphenyl)pyridine. ##STR30##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05630962
Source datasetuspto-grants-1997_05
ORD IDord-16cb24c04b964b758ce53dcb997dd6d7
Source noteuspto-grants-1997_05