反応 #155318

反応方程式

Benzhydrylidene(5-methylbenzofuran-7-yl)amine

Hydrochloric acid

sodium hydroxide

→

5-methylbenzofuran-7-ylamine

溶媒

THF

反応条件

後処理

1. 1
   抽出followed by extraction
2. 2
   洗浄The extract was sequentially washed with an aqueous saturated sodium hydrogen solution
3. 3
   乾燥The organic layer was dried over magnesium sulfate
4. 4
   濃縮concentrated to dryness under reduced pressure
5. 5
   その他The residue was purified
6. 6
   濃縮The purified product was concentrated to dryness under reduced pressure

実験手順

Benzhydrylidene(5-methylbenzofuran-7-yl)amine (17.9 g, 0.57 mmol) was dissolved in THF (150 ml). 5N Hydrochloric acid (50 ml) was added thereto, followed by stirring at room temperature for 2 hours. A 5N aqueous sodium hydroxide solution (40 ml) was added to the reaction mixture, followed by extraction using ethyl acetate. The extract was sequentially washed with an aqueous saturated sodium hydrogen solution and an aqueous saturated sodium chloride solution. The organic layer was dried over magnesium sulfate and concentrated to dryness under reduced pressure. The residue was purified using silica gel column chromatography (n-hexane:ethyl acetate=50:1→10:1). The purified product was concentrated to dryness under reduced pressure, giving a dark brown oily substance of 5-methylbenzofuran-7-ylamine (2.5 g, yield: 30%).

出典