反応 #1355837

反応方程式

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

2-bromopyridine

K2CO3

dimethoxyethane

→

2-(2-hydroxyphenyl)pyridine

収率 80.1%

溶媒

water

反応条件

後処理

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

実験手順

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.

出典