反応 #155310

反応方程式

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

hydrochloric acid

sodium hydroxide

→

3-propoxynaphthalen-2-ylamine

収率 100.0%

溶媒

ethanol

反応条件

後処理

1. 1
   温度while heating
2. 2
   温度under reflux
3. 3
   抽出followed by extraction
4. 4
   濃縮The thus-obtained organic layer was concentrated to dryness under reduced pressure
5. 5
   その他the residue was then purified
6. 6
   濃縮The purified product was concentrated to dryness under reduced pressure

実験手順

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%).

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