Reacción #46153

Ecuación de reacción

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

3-phenylpropanol

triphenylphosphine

Diethyl azodicarboxylate

→

title compound

Rendimiento 85.0%

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

Rendimiento 85.0%

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   Otroat 0° C
3. 3
   Lavadothe mixture was washed with brine
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   Secadothe extract was dried over anhydrous magnesium sulfate
6. 6
   Concentraciónthe concentrated under a reduced pressure
7. 7
   Otrothe residue was purified by silica gel column chromatography (diethyl ether:hexane=1:10)

Procedimiento

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (1.7 g, 6.07 mmol), 3-phenylpropanol (1.65 g, 12.14 mmol) and triphenylphosphine (3.18 g, 12.14 mmol) were dissolved in tetrahydrofuran (100 ml). Diethyl azodicarboxylate (2 ml, 12.14 mmol) dissolved in tetrahydrofuran (20 ml) was added dropwise thereto at 0° C. After stirring for 6 hours at room temperature, the mixture was washed with brine, extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, the concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (diethyl ether:hexane=1:10) to obtain the title compound (yield 85%) as a dark red solid.

Fuente