Reacción #7162

Ecuación de reacción

Intermediate 1

4-hydroxy-N-(3-iodophenyl)-3-methoxyphenylacetamide

ethynylbenzene

triethylamine

→

desired compound

Rendimiento 77.2%

4-hydroxy-3-methoxy-N-[3-(2-phenylethynyl)phenyl]-phenylacetamide

Rendimiento 77.2%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais heated
2. 2
   OtroThe solvent is evaporated under reduced pressure
3. 3
   Otrothe residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

Procedimiento

A mixture of Intermediate 1 (2.5 g), ethynylbenzene (800 mg), copper (I) iodide (124 mg), bis(triphenylphosphine)palladium (II) dichloride (1.37 g), triethylamine (19.0 g) and acetonitrile (20 ml) is heated with stirring at 50° C. under argon atmosphere. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (1.8 g).

Fuente