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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873427Generated: October 26, 2026

Sodium Carbonate → 2-(4'-Ethyl-3-fluorobiphenyl-4-yl)selenophene

https://huagongshe.com/reaction/1873427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-BromoselenopheneHCID 137013—
Reactant4'-Ethyl-3-fluorobiphenyl-4-boronic acidHCID 53402575—
SolventToluene ethanolHCID 21863594—
Product2-(4'-Ethyl-3-fluorobiphenyl-4-yl)selenopheneHCID 59456334—

Reaction Steps

A mixture of 34.2 g (0.16 mol) of 2-bromoselenophene, 40.0 g (0.16 mol) of 3-fluoro-4′-ethylbiphenyl-4-ylboronic acid, 10.0 g (8.65 mmol) of tetrakis-(triphenylphosphine)palladium(0) and 200 ml of 2 N sodium carbonate soln. in 500 ml of toluene/ethanol (2:3) is heated at 90° C. for 2 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted with toluene. The combined organic phases are washed with water, and the solution is dried using sodium sulfate. The solution is concentrated to dryness, and the residue is purified by column chromatography (SiO2, n-heptane:toluene=9:1). 2-(4′-Ethyl-3-fluorobiphenyl-4-yl)-selenophene is obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304036B2
Source datasetuspto-grants-2012_11
ORD IDord-b74f375a4d89404897a55cbadbb82001
Source noteuspto-grants-2012_11