Reaktion #85825

Reaktionsgleichung

water

NaH

tetrahydro-2H-pyran-4-ol

5-bromo-2-chloropyridine

→

white solid

Ausbeute 79.2%

5-bromo-2-(tetrahydro-2H-pyran-4-yloxy)pyridine

Ausbeute 79.2%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred overnight at 60° C
2. 2
   Extraktionextracted by EA
3. 3
   Waschenthe organic layer was washed by brine
4. 4
   Trocknendried over Na2SO4
5. 5
   Einengenconcentrated
6. 6
   Sonstigepurified by flash chromatography

Vorschrift

tetrahydro-2H-pyran-4-ol (850 mg, 8.32 mmol) was dissolved in DMF (10 mL), cooled to 0° C., NaH (500 mg, 10.4 mmol) was added and stirred for 45 minutes at room temperature, then 5-bromo-2-chloropyridine (2 g, 10.4 mmol) was added and the mixture was stirred overnight at 60° C. The mixture was poured into water, extracted by EA, the organic layer was washed by brine, dried over Na2SO4, concentrated and purified by flash chromatography, gave 1.7 g white solid. MS: (m/z): 258 (M−H)+, 260 (M+H)+

Quelle