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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 55847Generated: October 27, 2026

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

https://huagongshe.com/reaction/55847

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 numberUS09433618B2
Source datasetuspto-grants-2016_09
ORD IDord-751a4c22cc7c4afb9844290a8c529461
Source noteuspto-grants-2016_09