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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004705Generated: October 25, 2026

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

https://huagongshe.com/reaction/1004705

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 numberUS06051593
Source datasetuspto-grants-2000_04
ORD IDord-29ebcea8a2b942a086f1d630ec26fc78
Source noteuspto-grants-2000_04