Reaktion #645680

Reaktionsgleichung

2,5-dibromopyridine

chloride

THF

NaHCO3

→

title compound

Ausbeute 103.0%

5-Bromo-2-cyclopropyl-pyridine

Ausbeute 103.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturCooled to 23° C.
2. 2
   Extraktionextracted with ether
3. 3
   Waschenwashed with brine
4. 4
   Trocknendried over Na2SO4
5. 5
   SonstigeRemoval of the solvent in vacuum
6. 6
   workup.WAITleft a brown oil, which
7. 7
   Sonstigewas purified by silica gel chromatography with heptane-EtOAc (9:1)

Vorschrift

To a solution 2,5-dibromopyridine [CAS 624-28-2, commercially available] (5 g, 21 mmol) and Pd(PPh3)4 (244 mg, 1 mol %) in THF (25 mL) was added cycloropylzinc chloride (0.4M in THF, 53 mL, 26 mmol), and the mixture was stirred under argon atmosphere at 70° C. for 3 h. Cooled to 23° C., poured into sat. NaHCO3-solution, extracted with ether, washed with brine, dried over Na2SO4. Removal of the solvent in vacuum left a brown oil, which was purified by silica gel chromatography with heptane-EtOAc (9:1) to give the title compound as a colorless liquid (4.3 g, 103%). MS (EI) 197 [(M)+] and 199 [(M+2)+].

Quelle