Reaktion #566848

Reaktionsgleichung

2,6-dibromopyridine

(S)-(+)-3-hydroxy-tetrahydrofuran

NaH

→

2-bromo-6-(tetrahydro-furan-3-yloxy)-pyridine

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeQuenched with H2O
2. 2
   Extraktionextracted with EtOAc
3. 3
   TrocknenWashed organic layer with saturated NH4Cl, brine, dried (MgSO4)
4. 4
   Einengenconcentrated in vacuo

Vorschrift

To a solution of (S)-(+)-3-hydroxy-tetrahydrofuran (0.34 mL, 4.2 mmol) and dry THF (20 mL) was added NaH (0.17 g, 4.2 mmol, 60%) under N2 at RT. After 5 min, added 2,6-dibromopyridine. Stirred at RT for 4 h. Quenched with H2O and extracted with EtOAc. Washed organic layer with saturated NH4Cl, brine, dried (MgSO4) and concentrated in vacuo to give 2-bromo-6-(tetrahydro-furan-3-yloxy)-pyridine as a clear, colorless oil. MS m/z: 245.2 (M+H). Calc'd for C9H10BrNO2—244.09.

Quelle