Реакция #43682

Уравнение реакции

4-bromobenzo[b]thiophene

styrene

triethylamine

tris(2-methylphenyl)phosphine

→

title compound

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

Растворители

diethyl ether

acetonitrile

Условия реакции

Обработка

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

Методика

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).

Источник