Reacción #155310

Ecuación de reacción

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

hydrochloric acid

sodium hydroxide

→

3-propoxynaphthalen-2-ylamine

Rendimiento 100.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawhile heating
2. 2
   Temperaturaunder reflux
3. 3
   Extracciónfollowed by extraction
4. 4
   ConcentraciónThe thus-obtained organic layer was concentrated to dryness under reduced pressure
5. 5
   Otrothe residue was then purified
6. 6
   ConcentraciónThe purified product was concentrated to dryness under reduced pressure

Procedimiento

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%).

Fuente