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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873411Generated: October 26, 2026

Sodium Carbonate → HCID 59456297, compound

https://huagongshe.com/reaction/1873411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-BromoselenopheneHCID 137013—
Reactant2',3'-Difluoro-4'-propoxybiphenyl-4-ylboronic acidHCID 68487999—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
ProductHCID 59456297HCID 59456297—

Reaction Steps

A mixture of 12.7 g (60.6 mmol) of 2-bromoselenophene, 17.7 g (60.6 mmol) of 2′,3′-difluoro-4′-propoxybiphenyl-4-ylboronic acid, 5.55 g (4.80 mmol) of tetrakis(triphenylphosphine)palladium(0) and 180 ml of 2 N sodium carbonate soln. in 600 ml of toluene/ethanol (1:1) is heated under reflux for 20 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted with toluene. The combined organic phases are washed with sat. sodium chloride soln., and the solution is dried using sodium sulfate. The solution is concentrated to dryness, and the residue is purified by column chromatography (SiO2, toluene). Further purification is carried out by recrystallisation from n-heptane:EtOH=3:1. 2-(2′,3′-Difluoro-4′-propoxybiphenyl-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-6cde7b42f3c24904b3a5fe38330bf45c
Source noteuspto-grants-2012_11