Reacción #1788
ord-bfc9e545236f4da9864ea3f99c2d6fe8
Ecuación de reacción
2,4-dimethyl-3-hydroxymethylpyridine
thionyl chloride
→
2,4-dimethyl-3-chloromethylpyridine
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1OtroThe solvent was removed under reduced pressure
- 2Otrothe residue was partitioned between CH2Cl2 and saturated aqueous sodium bicarbonate
- 3SecadoThe organic layer was dried with MgSO4
- 4Filtraciónfiltered
- 5Otrothe solvent removed under reduced pressure
Procedimiento
The 2,4-dimethyl-3-hydroxymethylpyridine (19.2 g, 140 mmol) was dissolved in CH2Cl2 (800 mL) and cooled under nitrogen to 0° C. and thionyl chloride (125 mL) was slowly added and the reaction was stirred for 18 hours. The solvent was removed under reduced pressure and the residue was partitioned between CH2Cl2 and saturated aqueous sodium bicarbonate. The organic layer was dried with MgSO4, filtered and the solvent removed under reduced pressure to give the desired 2,4-dimethyl-3-chloromethylpyridine.