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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939432Generated: November 1, 2026

Toluene → HCID 23433644, compound

https://huagongshe.com/reaction/1939432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-fluoroanilineHCID 123050—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 23433644HCID 23433644—

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 numberUS05696127
Source datasetuspto-grants-1997_12
ORD IDord-317a1b8d35034e11a3e226586984a1ba
Source noteuspto-grants-1997_12