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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771726Generated: November 4, 2026

Water → 1-Fluoro-5-(3-fluorophenyl)-2-methyl-3-nitro-benzene

https://huagongshe.com/reaction/1771726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluorophenylboronic acidHCID 2733986—
Reactant4-Bromo-2-fluoro-6-nitrotolueneHCID 2773387—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Solvent1,4-DioxaneHCID 31275—
Product1-Fluoro-5-(3-fluorophenyl)-2-methyl-3-nitro-benzeneHCID 8944545575.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-bromo-1-fluoro-2-methyl-3-nitro-benzene (5.0 g, 21.31 mmol, 1.0 eq), 3-fluorophenylboronic acid (3.29 g, 23.8 mmol, 1.1 eq), Pd(PPh3)4 (1.2 g, 1.07 mmol, 0.05 eq) and K2CO3 (11.8 g, 85.5 mmol, 4 eq) in a mixture of dioxane (150 mL) and EtOH (50 mL) was heated at 80° C. under N2 overnight. After cooling to room temperature the reaction was poured into water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as an oil (4.0 g, 75%). This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-8932958eee904939b83aefc6c399378f
Source noteuspto-grants-2016_02