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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2290067Generated: October 31, 2026

3-Nitrophenylboronic Acid → HCID 23433444, compound

https://huagongshe.com/reaction/2290067

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-fluoroanilineHCID 123050—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 23433444HCID 23433444—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 3-nitrobenzeneboronic acid (0.70 g, 4.2 mmol), 4-bromo-2-fluoroaniline (730 mg, 4.0 mmol), (PPh3)4Pd (93 mg, 0.08 mmol), and K2CO3 (0.69 g, 5.0 mmol) in toluene (20 mL) and water (2 mL) was heated at 95° C. for 16 h and the mixture was diluted with EtOAc (20 mL). The mixture was washed with water (10 mL) and brine (10 mL), concentrated and purified by silica gel chromatography to afford the 4-amino-3-fluoro-3'-nitrobiphenyl (structure 82 of Scheme XXI, where R1 =R3-7 =H, R8 =F) (0.4 g, 41%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093821
Source datasetuspto-grants-2000_07
ORD IDord-af3917b6c6634679a397085d62c3fed6
Source noteuspto-grants-2000_07