Reaktion #1782
ord-090d23f63738479ca8c99ffd51c34f39
Reaktionsgleichung
2-ethyl-3-hydroxymethylpyridine
thionyl chloride
→
2-ethyl-3-chloromethylpyridine
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1SonstigeThe solvent was removed under reduced pressure
- 2Sonstigethe residue was partitioned between CH2Cl2 (100 mL) and saturated aqueous sodium bicarbonate (100 mL)
- 3TrocknenThe organic layer was dried with MgSO4
- 4Filtrationfiltered
- 5Sonstigethe solvent removed under reduced pressure
Vorschrift
The 2-ethyl-3-hydroxymethylpyridine (2.3 g, 16.8 mmol) was dissolved in CH2Cl2 (100 mL) and cooled under nitrogen to 0° C. and thionyl chloride (7.0 mL) was slowly added and the reaction was stirred for 3 hours. The solvent was removed under reduced pressure and the residue was partitioned between CH2Cl2 (100 mL) and saturated aqueous sodium bicarbonate (100 mL). The organic layer was dried with MgSO4, filtered, and the solvent removed under reduced pressure to give the desired 2-ethyl-3-chloromethylpyridine.