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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019138Generated: October 25, 2026

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

https://huagongshe.com/reaction/1019138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(3-Methoxyphenyl)boronic acidHCID 2734370—
Reactant4-Bromo-1-fluoro-2-nitrobenzeneHCID 2736328—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product4-Fluoro-3'-methoxy-3-nitrobiphenylHCID 1049070277%

Reaction Steps

Tetrakis(triphenylphosphine)palladium (0.8 g) was added to a mixture of 5 g 3-methoxyphenylboronic acid, 5 g 5-bromo-2-fluoronitrobenzene and 11 mL of 2 M sodium carbonate solution in 100 mL of toluene. The mixture was refluxed for 2 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate was washed with saturated sodium bicarbonate and brine and then dried and concentrated to give an oily solid. The solid was chromatographed on silica gel (ethyl acetate:hexane (1:6)) to give 4.3 g (77% yield) of 4-fluoro-3′-methoxy-3- nitrobiphenyl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486185B1
Source datasetuspto-grants-2002_11
ORD IDord-8342122c5d8f4d40ae282889278714f3
Source noteuspto-grants-2002_11