Réaction #46154

Équation de réaction

1-Bromo-3-phenylpropane

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester

potassium carbonate

sodium iodide

→

title compound

Rendement 85.0%

3-phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate ethyl ester

Rendement 85.0%

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   Lavagewashed with saturated ammonium chloride
2. 2
   AutreThe organic layer obtained
3. 3
   Extractionby extracting the reaction mixture with ethyl acetate
4. 4
   Séchagewas dried over anhydrous magnesium sulfate
5. 5
   Concentrationconcentrated
6. 6
   Autrethe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4)

Mode opératoire

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (2 g, 6.80 mmol), potassium carbonate (1.41 g, 10.194 mmol), and sodium iodide (200 mg, 1.359 mmol) were dissolved in dimethylformamide (100 ml). 1-Bromo-3-phenylpropane (2.01 ml, 13.59 mmol) was added thereto at room temperature, was stirred for 12 hours at 60° C., and washed with saturated ammonium chloride. The organic layer obtained by extracting the reaction mixture with ethyl acetate was dried over anhydrous magnesium sulfate, concentrated, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4) to obtain the title compound (yield 85%) as a dark red solid.

Source