Réaction #47817

Équation de réaction

1-Oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carboxylic acid ethyl ester

p-toluenesulfonic acid

→

titled compound

Rendement 62.1%

1-oxo-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carboxylic Acid Methyl Ester

Rendement 62.1%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Températurerefluxed for 24 hrs
2. 2
   LavageThe resulting mixture washed with sodium bicarbonate
3. 3
   Extractionextracted with ethyl acetate
4. 4
   AutreThe organic layer was separated
5. 5
   Séchagedried over anhydrous MgSO4
6. 6
   Concentrationconcentrated under a reduced pressure
7. 7
   AutreThen, the resulting residue was purified by flash chromatography

Mode opératoire

1-Oxo-3-phenyl-6-(3-phenylpropoxy)-1H-indene-2-carboxylic acid ethyl ester (2 g, 4.85 mmol) obtained in Example 7 was dissolved in methanol, p-toluenesulfonic acid (92 mg, 0.49 mmol) was added thereto, and refluxed for 24 hrs. The resulting mixture washed with sodium bicarbonate and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. Then, the resulting residue was purified by flash chromatography to obtain 1.2 g of the titled compound (yield: 62%).

Source