Réaction #46174

Équation de réaction

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

p-toluene sulfonic acid

→

title compound

Rendement 75.3%

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

Rendement 75.3%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThe mixture was reacted for 1 hour at 70° C.
2. 2
   Lavagewashed with brine
3. 3
   ExtractionThe organic layer was extracted with ethyl acetate
4. 4
   Séchagedried over anhydrous sulfonate sulfate
5. 5
   Concentrationconcentrated
6. 6
   Autrethe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9)

Mode opératoire

3-Phenyl-6-(3-phenylpropyloxy)-1-oxo-1H-indene-2-carboxylate ethyl ester (1.65 g, 4.0 mmol) prepared in (Step 5) of Example 1 was dissolved in methanol (160 ml) and p-toluene sulfonic acid (228 mg, 1.2 mmol) was added thereto. The mixture was reacted for 1 hour at 70° C., and then washed with brine. The organic layer was extracted with ethyl acetate, dried over anhydrous sulfonate sulfate, concentrated, and the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9) to obtain the title compound (yield 75.3%) as a red solid.

Source