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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057449Generated: November 3, 2026

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

https://huagongshe.com/reaction/1057449

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 of 3-methoxyphenylboronic acid, 5 g of 5-bromo-2-fluoronitrobenzene and 11 mL of 2 M sodium carbonate solution in 100 mL of toluene. The mixture was heated to refulux for 2 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate was washed with saturated sodium bicarbonate, brine, dried, and concentrated to give an oily solid. The solid was chromatographed on silica gel in 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 numberUS06514981B1
Source datasetuspto-grants-2003_02
ORD IDord-929df09169704fbea10ea535a35cd0b4
Source noteuspto-grants-2003_02