Reacción #43682

Ecuación de reacción

4-bromobenzo[b]thiophene

styrene

triethylamine

tris(2-methylphenyl)phosphine

→

title compound

4-[(E)-2-Phenylvinyl]benzo[b]thiophene

Disolventes

diethyl ether

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed overnight under an argon atmosphere
2. 2
   Otroan insoluble material was removed by filtration
3. 3
   LavadoThe filtrate washed with 1 mol/L hydrochloric acid, water and brine successively
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   Otrothe solvent was removed under reduced pressure
6. 6
   OtroThe residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=5/1)

Procedimiento

A mixture of 4-bromobenzo[b]thiophene (0.55 g), styrene (0.89 mL), triethylamine (1.81 mL), palladium(II) acetate (59 mg) and tris(2-methylphenyl)phosphine (0.16 g) in acetonitrile (10 mL) was refluxed overnight under an argon atmosphere. The reaction mixture was diluted with diethyl ether and an insoluble material was removed by filtration. The filtrate washed with 1 mol/L hydrochloric acid, water and brine successively, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane-n-hexane/ethyl acetate=5/1) to give the title compound (0.56 g).

Fuente