Réaction #1467

Équation de réaction

2-bromo-5,6-dihydro-5,5-dimethyl-8-(ethylthio)-naphthalene

ethyl 4-vinylbenzoate

tri-o-tolylphosphine

→

title compound

Ethyl (E)-4-[-2-(5,6-dihydro-5,5-dimethyl-8-(ethylthio)-naphthalen-2-yl)ethenyl]benzoate

Solvants

triethylamine

Conditions de réaction

Traitement

1. 1
   ConcentrationThe reaction was concentrated in vacuo
2. 2
   Autrepurified by flash chromatography (silica, 2% ethyl acetate in hexane)

Mode opératoire

To a degassed solution of 0.50 g (1.7 mmol) of 2-bromo-5,6-dihydro-5,5-dimethyl-8-(ethylthio)-naphthalene (Compound A36) and 0.45 g (2.5 mmol) of ethyl 4-vinylbenzoate in 4.0 mL of triethylamine, was added 109 mg (0.36 mmol) of tri-o-tolylphosphine and then 35 mg (0.16 mmol) of palladium(II) acetate. The reaction was heated at 90° C. for 2.25 h. The reaction was concentrated in vacuo and purified by flash chromatography (silica, 2% ethyl acetate in hexane) to afford the title compound as a colorless oil.

Source