Reacción #163352

Ecuación de reacción

1-ethoxy-4-ethynyl-benzene

[1-(4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester

→

{1-[4-(4-Ethoxy-phenylethynyl)-phenyl]ethyl}-carbamic acid tert-butylester

Disolventes

ACN

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 2 h
2. 2
   TemperaturaThe mixture is cooled to r.t.
3. 3
   Otrothe solvent is removed in vacuo
4. 4
   OtroThe crude product is purified by column chromatography (hexane/EtOAC 9:1→3:1)

Procedimiento

24.6 g (168 mmol) 1-ethoxy-4-ethynyl-benzene, 52.8 g (176 mmol) [1-(4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (50.2) and 42.6 mL (307 mmol) TEA are added to 400 mL ACN. The mixture is warmed to 65° C. 8.84 g (7.65 mmol) Pd(PPh3)4 and 2.91 g (15.3 mmol) CuI are added and the reaction mixture is stirred at reflux for 2 h. The mixture is cooled to r.t. and the solvent is removed in vacuo. The crude product is purified by column chromatography (hexane/EtOAC 9:1→3:1).

Fuente