Reacción #77426

Ecuación de reacción

oxygen

4-methoxybenzeneboronic acid

4-(1,3,4)oxadiazol-2-yl-phenol

triethylamine

→

2-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole

Rendimiento 72.1%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through a pad of Celite®
2. 2
   Concentraciónconcentrated in vacuo
3. 3
   Otropurified by radial chromatography (2:1 hexane-ethyl acetate)

Procedimiento

A mixture of 4-methoxybenzeneboronic acid (1.9 g, 12 mmol), 4-(1,3,4)oxadiazol-2-yl-phenol (1.0 g, 6.2 mmol), copper(II)acetate (1.1 g, 6.2 mmol), crushed 4-Angstrom molecular sieves (0.65 g), triethylamine (4.2 mL) and methylene chloride (22.7 mL) was stirred under 1 atm of oxygen gas for 48 hours. The mixture was filtered through a pad of Celite®, concentrated in vacuo and purified by radial chromatography (2:1 hexane-ethyl acetate), affording 1.2 g of 2-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole.

Fuente