Reaktion #47812

Reaktionsgleichung

2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester

2-(3-methylbenzoyl)-3-phenyl Acrylic Acid Ethyl Ester

methanesulfonic acid

sodium bicarbonate

→

titled compound

Ausbeute 27.5%

5-methyl-3-oxo-1-phenylindene-2-carboxylic Acid Ethyl Ester

Ausbeute 27.5%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was cooled to 0° C.
2. 2
   Extraktionextracted with dichloromethane
3. 3
   SonstigeThe organic layer was separated
4. 4
   Trocknendried over anhydrous MgSO4
5. 5
   Einengenconcentrated under a reduced pressure
6. 6
   SonstigeThe resulting residue was purified by flash chromatography

Vorschrift

2-(3-Methylbenzoyl)-3-phenyl acrylic acid ethyl ester (1 g, 3.39 mmol) obtained in Step 2 was dissolved in dichloromethane, and methanesulfonic acid (5.22 g, 54.35 mmol) was added thereto, followed by stirring for 3 hrs at RT. Once the reaction was completed, the mixture was cooled to 0° C., neutralized with sodium bicarbonate, and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 273 mg of the titled compound (yield: 27%).

Quelle