반응 #91662

ord-dfcc3666a7d64d84adcb20b07e17bb0f

반응 방정식

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
Oc1cccc(Br)c1
3-Bromophenol
OB(O)c1cccnc1
pyridin-3-ylboronic acid
Oc1cccc(-c2cccnc2)c1
3-(pyridin-3-yl)phenol
수율 78.8%

반응 조건

온도
120°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After the completion of the reaction
  2. 2
    여과the reaction mixture was filtered
  3. 3
    workup.ADDITIONThe filtrate was added with water
  4. 4
    추출extracted with ethyl acetate
  5. 5
    건조The obtained organic layer was dried over magnesium sulfate
  6. 6
    기타purified by column chromatography (hexane:ethyl acetate=9:1)

실험 절차

3-Bromophenol (500 mg, 2.86 mmol) and pyridin-3-ylboronic acid (422 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-(pyridin-3-yl)phenol (386 mg, 78%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09447083B2uspto-grants-2016_09