Reacción #456093

Ecuación de reacción

1-iodonaphthalene

acrylonitrile

triethylamine

DMF

→

1-Naphthylacrylonitrile

Rendimiento 90.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe contents of the flask were irradiated for 3.50 min with an effect of 80 W
2. 2
   TemperaturaAfter cooling
3. 3
   Extracciónwas extracted three times with 25 ml DCM
4. 4
   LavadoThe combined extracts were washed with 25 ml water
5. 5
   Concentraciónconcentrated to an oil
6. 6
   OtroThe crude product was purified by column chromatography on silica gel

Procedimiento

Table 1, Entry 4. In the reaction tube were mixed 1-iodonaphthalene (0.254 g, 1.0 mmol), acrylonitrile (0.066 g, 1.25 mmol), palladium acetate (0.00225 g, 0.01 mmol), triethylamine (0.50 ml) and 0.50 ml DMF.under nitrogen. The contents of the flask were irradiated for 3.50 min with an effect of 80 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml DCM. The combined extracts were washed with 25 ml water and concentrated to an oil. The crude product was purified by column chromatography on silica gel using i-hexane/diethyl ether (2/1) as the eluent. The yield was 90% (white solid, trans/cis 4/1).

Fuente