Reaktion #91661

Reaktionsgleichung

sodium carbonate

3-Bromophenol

furan-2-boronic acid

→

3-(furan-2-yl)phenol

Ausbeute 41.7%

Lösungsmittel

dimethoxyethane water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the completion of the reaction
2. 2
   Filtrationthe reaction mixture was filtered
3. 3
   workup.ADDITIONThe filtrate was added with water
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   TrocknenThe obtained organic layer was dried over magnesium sulfate
6. 6
   Sonstigepurified by column chromatography (hexane:ethyl acetate=9:1)

Vorschrift

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%).

Quelle