Réaction #1782

Équation de réaction

2-ethyl-3-hydroxymethylpyridine

thionyl chloride

→

2-ethyl-3-chloromethylpyridine

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   AutreThe solvent was removed under reduced pressure
2. 2
   Autrethe residue was partitioned between CH2Cl2 (100 mL) and saturated aqueous sodium bicarbonate (100 mL)
3. 3
   SéchageThe organic layer was dried with MgSO4
4. 4
   Filtrationfiltered
5. 5
   Autrethe solvent removed under reduced pressure

Mode opératoire

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.

Source