반응 #91657

반응 방정식

2-bromo-4-fluoro-6-methylphenol

3-furanylboronic acid

sodium carbonate

water

→

4-fluoro-2-(furan-3-yl)-6-methylphenol

수율 41.6%

용매

DME

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered through Celite
2. 2
   농축The filtrate was concentrated under reduced pressure
3. 3
   기타purified by column chromatography (silica gel; hexane/ethyl acetate, 9/1)

실험 절차

2-bromo-4-fluoro-6-methylphenol (337 mg, 1.20 mmol), 3-furanylboronic acid (162 mg, 1.45 mmol), Pd(dppf)Cl2 (98.3 mg, 0.12 mmol) and sodium carbonate (383 mg, 3.61 mmol) were dissolved in DME:water=20 mL:10 mL, followed by stirring in microwave at 120° C. for 20 minutes. The reaction mixture was filtered through Celite. The filtrate was concentrated under reduced pressure, and purified by column chromatography (silica gel; hexane/ethyl acetate, 9/1) to obtain 4-fluoro-2-(furan-3-yl)-6-methylphenol (96 mg, 30%) as a yellow oil.

출처