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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628921Generated: October 26, 2026

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

https://huagongshe.com/reaction/628921

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 numberUS09315462B2
Source datasetuspto-grants-2016_04
ORD IDord-6f03eb6fb6064ba79ecdc42a171ff5e8
Source noteuspto-grants-2016_04