反应 #1355837

ord-9f370215fbb14d9c989c0b8702e8aa45

反应方程式

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
收率 80.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The mixture was heated
  2. 2
    温度to reflux for 24 hours under nitrogen
  3. 3
    萃取The reaction mixture was extracted with ethyl acetate
  4. 4
    其他the organic phase was separated on silica gel column with 15% ethyl acetate
  5. 5
    洗涤as elute solvent

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07198859B2uspto-grants-2007_04