Acetic Anhydride → HCID 178488021, Verbindung

Reaktionsgleichung

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N+:9]([O-])=[CH:8][CH:7]=[CH:6]2.CC(OC(C)=O)=[O:16]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([OH:16])[CH:7]=[CH:6]2

Komponenten

Edukt 2

HCID 7918Acetic Anhydride

HCID 2538216-Methoxyquinoline N-oxide

Produkt 1

HCID 178488021HCID 178488021, VerbindungAusbeute 67 %

Versuchsvorschrift

A solution of 6-methoxyquinoline 1-oxide (300 mg, 1.71 mmol) in Ac2O (5.0 mL) was refluxed for 2 hours. The solvent was removed under reduced pressure. The residue was dissolved in EtOAc (50 mL), the organic layer was washed with brine (10 mL), dried over Na2SO4, filtered and concentrated to give the crude product which was purified by silica gel column (PE/EtOAc=1/2) to give 6-methoxyquinolin-2-ol (200 mg, yield 67%).

Aufarbeitung

customThe solvent was removed under reduced pressure
dissolutionThe residue was dissolved in EtOAc (50 mL)
washthe organic layer was washed with brine (10 mL)
dry with materialdried over Na2SO4
filtrationfiltered
concentrationconcentrated
customto give the crude product which
customwas purified by silica gel column (PE/EtOAc=1/2)

Quellen und Nachweise

ORD-Eintrag: ord-f3370dc3d07e4c6081d616e95bdd2e00
Quelldatensatz: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09315462B2

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