Ethyl 3-acetamido-2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate → 3-Amino-3,4-dihydroquinolin-2(1H)-one
Reaktionsgleichung
C([NH:4][C:5]1(C(OCC)=O)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6]1=[O:15])(=O)C>Cl>[NH2:4][CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6]1=[O:15]Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
3-(N-Acetylamino)-3-carboethoxy-1,2,3,4-tetrahydroquinolin-2-one (0.75 g, 100M %) was suspended in 6N HCl (25 mL) and the mixture was heated to 100° C. for 3 hours. The reaction was cooled, rotoevaporated to a residue and then partitioned between water and ethyl acetate. The water was extracted with ethyl acetate (3×) and the combined ethyl acetate extracts were then washed with water (3×) and then brine (1×). Treatment with MgSO4 followed by rotoevaporation yielded 3-(R,S)-amino-1,2,3,4-tetrahydroquinolin-2-one (72% yield).
Aufarbeitung
- temperatureThe reaction was cooled
- custompartitioned between water and ethyl acetate
- extractionThe water was extracted with ethyl acetate (3×)
- washthe combined ethyl acetate extracts were then washed with water (3×)
Quellen und Nachweise
- ORD-Eintrag
- ord-6ce7891d0add405fbb7d4afde78e2056
- Quelldatensatz
- uspto-grants-2008_06
- Patentnummer
- US07390801B2
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