Reacción #91661

Ecuación de reacción

sodium carbonate

3-Bromophenol

furan-2-boronic acid

→

3-(furan-2-yl)phenol

Rendimiento 41.7%

Disolventes

dimethoxyethane water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter the completion of the reaction
2. 2
   Filtraciónthe reaction mixture was filtered
3. 3
   workup.ADDITIONThe filtrate was added with water
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   SecadoThe obtained organic layer was dried over magnesium sulfate
6. 6
   Otropurified by column chromatography (hexane:ethyl acetate=9:1)

Procedimiento

3-Bromophenol (500 mg, 2.86 mmol) and furan-2-boronic acid (420 mg, 3.76 mmol) were dissolved in dimethoxyethane/water=5 mL/2.5 mL. Pd(dppf)Cl2 (118 mg, 0.14 mmol) and sodium carbonate (919 mg, 8.67 mmol) were added thereto, followed by stirring in microwave at 120° C. for 20 minutes. After the completion of the reaction, the reaction mixture was filtered using Celite. The filtrate was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (hexane:ethyl acetate=9:1) to obtain 3-(furan-2-yl)phenol (191 mg, 41%).

Fuente