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

Reaktionsgleichung

Cl[CH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:8]=1[F:14])=[O:5].[Al+3].[Cl-].[Cl-].[Cl-].Cl>>[F:14][C:8]1[CH:9]=[C:10]([OH:13])[CH:11]=[C:12]2[C:7]=1[NH:6][C:4](=[O:5])[CH2:3][CH2:2]2

Komponenten

Edukt 3

HCID 313Hydrochloric Acid

HCID 6451240Aluminum(III) Chloride

HCID 669800713-chloro-N-(2-fluoro-4-hydroxyphenyl)propanamide

Produkt 1

HCID 103750488-Fluoro-6-hydroxy-3,4-dihydroquinolin-2(1H)-one

Reaktionsbedingungen

Temperatur: 160 °C

Versuchsvorschrift

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.

Aufarbeitung

extractionextracted with EtOAc
customAfter isolation of the organic layer and removal of solvents under reduced pressure
customthe desired crude product (1.8 g) was collected as light brown solids

Quellen und Nachweise

ORD-Eintrag: ord-f3db9c69ca33474eba45fdecf5378f6b
Quelldatensatz: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08921562B2

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