تفاعل #1355837

ord-9f370215fbb14d9c989c0b8702e8aa45

معادلة التفاعل

CC1(C)OB(c2ccccc2O)OC1(C)C
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
Brc1ccccn1
2-bromopyridine
O=C([O-])[O-].[K+].[K+]
K2CO3
COCCOC
dimethoxyethane
Oc1ccccc1-c1ccccn1
2-(2-hydroxyphenyl)pyridine
المردود 80.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe mixture was heated
  2. 2
    درجة الحرارةto reflux for 24 hours under nitrogen
  3. 3
    استخلاصThe reaction mixture was extracted with ethyl acetate
  4. 4
    أخرىthe organic phase was separated on silica gel column with 15% ethyl acetate
  5. 5
    غسيلas elute solvent

الإجراء التجريبي

9.5 g (˜43 mmol) of 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, 6.8 g (˜43 mmol) of 2-bromopyridine, 1.5 g (1.3 mmol) of Pd(PPh3)4, and 16 g (116 mmol) of K2CO3 were added to a 250 mL round bottle flask, along with a solvent mixture of 120 mL of dimethoxyethane and 150 mL of water. The mixture was heated to reflux for 24 hours under nitrogen. The reaction mixture was extracted with ethyl acetate and the organic phase was separated on silica gel column with 15% ethyl acetate as elute solvent. ˜5.9 g (yield ˜80%) of 2-(2-hydroxyphenyl)pyridine was obtained as a colorless liquid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07198859B2uspto-grants-2007_04