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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280503Generated: October 26, 2026

Hydrochloric Acid → 8-Fluoro-6-hydroxy-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/2280503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant3-chloro-N-(2-fluoro-4-hydroxyphenyl)propanamideHCID 66980071—
Product8-Fluoro-6-hydroxy-3,4-dihydroquinolin-2(1H)-oneHCID 10375048—

Reaction Conditions

Temperature160 °C

Reaction Steps

3-Chloro-N-(2-fluoro-4-hydroxyphenyl)propanamide (2.1 g) was mixed with anhydrous AlCl3 (7 g) and heated at 160° C. overnight. The resultant mixture was treated with 1N HCl and extracted with EtOAc. After isolation of the organic layer and removal of solvents under reduced pressure, the desired crude product (1.8 g) was collected as light brown solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139528B2
Source datasetuspto-grants-2015_09
ORD IDord-1dc77d2b00d14028b67f1f5f13ce41e6
Source noteuspto-grants-2015_09