Reaktion #155310

Reaktionsgleichung

N-(3-Propoxynaphthalen-2-yl)acetamide

hydrochloric acid

sodium hydroxide

→

3-propoxynaphthalen-2-ylamine

Ausbeute 100.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwhile heating
2. 2
   Temperaturunder reflux
3. 3
   Extraktionfollowed by extraction
4. 4
   EinengenThe thus-obtained organic layer was concentrated to dryness under reduced pressure
5. 5
   Sonstigethe residue was then purified
6. 6
   EinengenThe purified product was concentrated to dryness under reduced pressure

Vorschrift

N-(3-Propoxynaphthalen-2-yl)acetamide (2.5 g, 10.2 mmol) was dissolved in ethanol (10 ml). Concentrated hydrochloric acid (5.2 ml) was added thereto, and the resulting mixture was stirred for 4 hours while heating under reflux. The reaction mixture was cooled to room temperature, and a 5N aqueous sodium hydroxide solution (12.5 ml) was added thereto to adjust its pH to 11, followed by extraction using dichloromethane. The thus-obtained organic layer was concentrated to dryness under reduced pressure, and the residue was then purified using silica gel column chromatography (dichloromethane). The purified product was concentrated to dryness under reduced pressure, giving a white powder of 3-propoxynaphthalen-2-ylamine (2.05 g, yield: 100%).

Quelle