Reacción #1355837

Ecuación de reacción

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

2-bromopyridine

K2CO3

dimethoxyethane

→

2-(2-hydroxyphenyl)pyridine

Rendimiento 80.1%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was heated
2. 2
   Temperaturato reflux for 24 hours under nitrogen
3. 3
   ExtracciónThe reaction mixture was extracted with ethyl acetate
4. 4
   Otrothe organic phase was separated on silica gel column with 15% ethyl acetate
5. 5
   Lavadoas elute solvent

Procedimiento

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.

Fuente