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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428274Generated: October 25, 2026

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

https://huagongshe.com/reaction/428274

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-fluoro-nitrobenzene 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) 4-fluoro-3′-methoxy-3-nitrobiphenyl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313158B1
Source datasetuspto-grants-2001_11
ORD IDord-e32e4f3db7ac466e90e4787c79ffdc47
Source noteuspto-grants-2001_11