Réaction #155318

Équation de réaction

Benzhydrylidene(5-methylbenzofuran-7-yl)amine

Hydrochloric acid

sodium hydroxide

→

5-methylbenzofuran-7-ylamine

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Extractionfollowed by extraction
2. 2
   LavageThe extract was sequentially washed with an aqueous saturated sodium hydrogen solution
3. 3
   SéchageThe organic layer was dried over magnesium sulfate
4. 4
   Concentrationconcentrated to dryness under reduced pressure
5. 5
   AutreThe residue was purified
6. 6
   ConcentrationThe purified product was concentrated to dryness under reduced pressure

Mode opératoire

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%).

Source