تفاعل #91662

ord-dfcc3666a7d64d84adcb20b07e17bb0f

معادلة التفاعل

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
المردود 78.8%

المذيبات

ظروف التفاعل

درجة الحرارة
120°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىAfter the completion of the reaction
  2. 2
    ترشيحthe reaction mixture was filtered
  3. 3
    workup.ADDITIONThe filtrate was added with water
  4. 4
    استخلاصextracted with ethyl acetate
  5. 5
    تجفيفThe obtained organic layer was dried over magnesium sulfate
  6. 6
    أخرىpurified by column chromatography (hexane:ethyl acetate=9:1)

الإجراء التجريبي

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%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09447083B2uspto-grants-2016_09