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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121422Generated: November 2, 2026

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

https://huagongshe.com/reaction/2121422

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 numberUS06696448B2
Source datasetuspto-grants-2004_02
ORD IDord-47eb4e737f954b6ea05a975b581a99c7
Source noteuspto-grants-2004_02