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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243483Generated: October 30, 2026

Sodium Carbonate → 4-Fluoro-4'-methoxy-3-nitrobiphenyl

https://huagongshe.com/reaction/1243483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant4-Bromo-1-fluoro-2-nitrobenzeneHCID 2736328—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product4-Fluoro-4'-methoxy-3-nitrobiphenylHCID 10752991—

Reaction Steps

Tetrakis(triphenylphosphine)palladium (1 g) was added to a mixture of 5 g 4-methoxyphenylboronic acid, 6.6 g 5-bromo-2-fluoronitrobenzene and 30 mL 2 M sodium carbonate solution in 50 mL toluene and 50 mL ethanol. The mixture was refluxed for 2 hours, concentrated, and the residue extracted twice with ethyl acetate. The ethyl acetate layer was washed with water and brine, dried, and concentrated to give a brown oily solid. The solid was chromatographed on silica gel using 5% ethyl acetate in hexane to give crude 4-fluoro-4′-methoxy-3-nitrobiphenyl as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119090B2
Source datasetuspto-grants-2006_10
ORD IDord-0ea32c92e18247adae3f3b885b8829ee
Source noteuspto-grants-2006_10