Reacción #47816

Ecuación de reacción

2-Bromo-3-phenyl-6-(3-phenyl-propoxy)-indene-1-one

2-bromo-3-phenyl-6-(3-phenyl-propoxy)-indene-1-one

N,N-dimethyl formamide

→

titled compound

Rendimiento 80.0%

1-oxo-3-phenyl-6-(3-phenyl-propoxy)-1H-indene-2-carbonitrile

Rendimiento 80.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaby cooling
2. 2
   LavadoThe resulting mixture was washed with saturated ammonium chloride
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   OtroThe organic layer was separated
5. 5
   Secadodried over anhydrous MgSO4
6. 6
   Concentraciónconcentrated under a reduced pressure
7. 7
   OtroThe resulting residue was purified by flash chromatography (ethyl acetate:hexane=1:3)

Procedimiento

2-Bromo-3-phenyl-6-(3-phenyl-propoxy)-indene-1-one (1.0 g, 2.3 mmol) obtained in Step 2 was dissolved in N,N-dimethyl formamide (10 mL), copper(I) cyamide (617 mg, 6.9 mmol) was added thereto, and the mixture was stirred for 3 hrs at 150° C., followed by cooling. The resulting mixture was washed with saturated ammonium chloride and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate:hexane=1:3) to obtain 700 mg of the titled compound (yield: 80%) as a red solid.

Fuente