Water → 1-Benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid

HRID 2194518Notizen

Reaktionsgleichung

[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][N:16]=2)[CH:11]=[C:10]([C:18]([O:20]CC)=[O:19])[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].O>O1CCOCC1>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][N:16]=2)[CH:11]=[C:10]([C:18]([OH:20])=[O:19])[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 50 °C

Versuchsvorschrift

1.95 g (6.3 mmol) of ethyl 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in 1,4-dioxane (30 mL), and 1.31 g (9.5 mmol) of potassium carbonate and 60 mL of water were added to this solution at room temperature. The resulting mixture was stirred for 3 hours at 50° C. The solvent of the reaction mixture was distilled off under reduced pressure, and the residue was dissolved in water. Concentrated hydrochloric acid was added to make the solution acidic, and the mixture was extracted with chloroform. The organic phase was dried, filtered, and concentrated, and thus 1.71 g (yield: 97%) of the title compound was obtained as colorless crystals.

Aufarbeitung

distillationThe solvent of the reaction mixture was distilled off under reduced pressure
dissolutionthe residue was dissolved in water
additionConcentrated hydrochloric acid was added
extractionthe mixture was extracted with chloroform
customThe organic phase was dried
filtrationfiltered
concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag: ord-3a78a15bb8e94ae5b574259b0ad4ee14
Quelldatensatz: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08334236B2

Notizen zur Reaktion

Wird geladen…