Реакция #1355837

Уравнение реакции

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

2-bromopyridine

K2CO3

dimethoxyethane

→

2-(2-hydroxyphenyl)pyridine

Выход 80.1%

Растворители

water

Условия реакции

Обработка

1. 1
   ТемператураThe mixture was heated
2. 2
   Температураto reflux for 24 hours under nitrogen
3. 3
   ЭкстракцияThe reaction mixture was extracted with ethyl acetate
4. 4
   Другоеthe organic phase was separated on silica gel column with 15% ethyl acetate
5. 5
   Промывкаas elute solvent

Методика

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.

Источник