反応 #91661

ord-9f28c165c6154586836236df7bcc22c3

反応方程式

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Oc1cccc(Br)c1
3-Bromophenol
OB(O)c1ccco1
furan-2-boronic acid
Oc1cccc(-c2ccco2)c1
3-(furan-2-yl)phenol
収率 41.7%

反応条件

温度
120°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他After the completion of the reaction
  2. 2
    ろ過the reaction mixture was filtered
  3. 3
    workup.ADDITIONThe filtrate was added with water
  4. 4
    抽出extracted with ethyl acetate
  5. 5
    乾燥The obtained organic layer was dried over magnesium sulfate
  6. 6
    その他purified by column chromatography (hexane:ethyl acetate=9:1)

実験手順

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%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09447083B2uspto-grants-2016_09