Reaktion #1355837

Reaktionsgleichung

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

2-bromopyridine

K2CO3

dimethoxyethane

→

2-(2-hydroxyphenyl)pyridine

Ausbeute 80.1%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturto reflux for 24 hours under nitrogen
3. 3
   ExtraktionThe reaction mixture was extracted with ethyl acetate
4. 4
   Sonstigethe organic phase was separated on silica gel column with 15% ethyl acetate
5. 5
   Waschenas elute solvent

Vorschrift

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.

Quelle