Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914196Generated: October 25, 2026

Ethyl Acetate → 3-Fluoro-5-methoxy-4-nitrobenzonitrile

https://huagongshe.com/reaction/914196

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant5-Bromo-3-fluoro-2-nitroanisoleHCID 57955648—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product3-Fluoro-5-methoxy-4-nitrobenzonitrileHCID 57955540—

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 5-bromo-1-fluoro-3-methoxy-2-nitrobenzene (1.5 g, 6 mmol), and CuCN (698 mg, 7.8 mmol) in 10 mL of DMF was heated in a sealed tube at 160° C. overnight. It was then cooled down, diluted to ethyl acetate, washed by brine and water. The organic extract was dried and concentrated to a red solid (1 g, 85%) which was used for next step without further purification. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 4.01 (s, 3H) 7.14 (s, 1H) 7.17 (d, J=8 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026234B2
Source datasetuspto-grants-2011_09
ORD IDord-e6ba10659c794ca29906494181c1abd9
Source noteuspto-grants-2011_09