Réaction #158392

Équation de réaction

5-(4-bromo-2-methoxyphenyl)-2-methyl-1,3-oxazole

5-chloropent-1-yne

triethylamine

→

title compound

5-[4-(5-chloropent-1-yn-1-yl)-2-methoxyphenyl]-2-methyl-1,3-oxazole

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   Filtrationthe mixture was filtered through celite
2. 2
   AutreThe solvent was evaporated under reduced pressure
3. 3
   Autrethe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Mode opératoire

A mixture of 5-(4-bromo-2-methoxyphenyl)-2-methyl-1,3-oxazole (6.00 g), 5-chloropent-1-yne (4.74 mL), dichlorobis(triphenylphosphine)palladium(II) (1.57 g), copper(I) iodide (426 mg) and triethylamine (60 mL) was stirred at 70° C. for 3 hr, and diluted with ethyl acetate, and the mixture was filtered through celite. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.85 g).

Source