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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50858Generated: October 30, 2026

3-(2-Fluoro-6-nitrophenyl)propanoic acid → 5-Fluoro-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/50858

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(2-Fluoro-6-nitrophenyl)propanoic acidHCID 15691443—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-Fluoro-3,4-dihydroquinolin-2(1H)-oneHCID 2273694299.5%

Reaction Steps

The suspension of 3-(2-fluoro-6-nitrophenyl)propanoic acid (6.0 g, 28 mmol) and 10% Pd-C (300 mg) in MeOH was hydrogenated under H2 (4 atm) for 3 h. After filtration, the filtrate was concentrated in vacuo to afford 5-Fluoro-3,4-dihydroquinolin-2(1H)-one (4.6 g) as a slightly brown solid. This crude product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713490B2
Source datasetuspto-grants-2004_03
ORD IDord-b40c29e6a78948fdbef5b0ea2d4d3f58
Source noteuspto-grants-2004_03