Reaktion #88848

Reaktionsgleichung

methyl 2-bromo-5-methylbenzoate

pyridine-4-boronic acid

sodium carbonate

water

→

title compound

Ausbeute 48.5%

methyl 5-methyl-2-(pyridin-4-yl)benzoate

Ausbeute 48.5%

Lösungsmittel

ethyl acetate

DME

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux overnight under a nitrogen atmosphere
3. 3
   Filtrationfiltered through silica gel
4. 4
   EinengenThe filtrate was concentrated under reduced pressure
5. 5
   Sonstigethe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Vorschrift

A mixture of methyl 2-bromo-5-methylbenzoate (5.2 g), pyridine-4-boronic acid (4.2 g), sodium carbonate (4.8 g), tetrakis(triphenylphosphine)palladium(0) (1.3 g), water (10 mL) and DME (50 mL) was heated under reflux overnight under a nitrogen atmosphere. The reaction mixture was diluted with ethyl acetate, and filtered through silica gel. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.5 g).

Quelle