Réaction #91664

Équation de réaction

2-Bromo-4,6-dimethylphenol

furan-2-ylboronic acid

sodium carbonate

→

2-(furan-2-yl)-4,6-dimethylphenol

Rendement 49.3%

Solvants

dimethoxyethane water

Conditions de réaction

Traitement

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

Mode opératoire

2-Bromo-4,6-dimethylphenol (500 mg, 2.49 mmol), furan-2-ylboronic acid (88 mg, 2.99 mmol), sodium carbonate (791 mg, 7.47 mmol) and Pd2(dppf)2Cl2 (406 mg, 0.49 mmol) were dissolved in dimethoxyethane/water 6 mL/3 mL, 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 (ethyl acetate:hexane=1:3) to obtain 2-(furan-2-yl)-4,6-dimethylphenol (231 mg, 45%).

Source