Reacción #46171

Ecuación de reacción

2-(3-Methylbenzoyl)-3-phenylacrylate ethyl ester

Methanesulfonic acid

sodium bicarbonate

→

5-methyl-3-oxo-1-phenyl-indene-2-carboxylate ethyl ester

Rendimiento 27.5%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was cooled to 0° C.
2. 2
   ExtracciónThen, the separated organic layer extracted with dichloromethane
3. 3
   Secadowas dried over anhydrous magnesium sulfate
4. 4
   Concentraciónconcentrated
5. 5
   Otrothe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9)

Procedimiento

2-(3-Methylbenzoyl)-3-phenylacrylate ethyl ester (1 g, 3.39 mmol) was dissolved in dichloromethane. Methanesulfonic acid (5.22 g, 54.35 mmol) was added thereto and the mixture was stirred for 3 hours at room temperature. After the reaction was completed, the mixture was cooled to 0° C. followed by neutralizing with sodium bicarbonate. Then, the separated organic layer extracted with dichloromethane was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:9) to obtain 5-methyl-3-oxo-1-phenyl-indene-2-carboxylate ethyl ester (273 mg, yield 27%).

Fuente