Reaktion #46174

Reaktionsgleichung

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

p-toluene sulfonic acid

→

title compound

Ausbeute 75.3%

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

Ausbeute 75.3%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was reacted for 1 hour at 70° C.
2. 2
   Waschenwashed with brine
3. 3
   ExtraktionThe organic layer was extracted with ethyl acetate
4. 4
   Trocknendried over anhydrous sulfonate sulfate
5. 5
   Einengenconcentrated
6. 6
   Sonstigethe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9)

Vorschrift

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.

Quelle