Reacción #1023
ord-6d97a1bfa8604b93849d4516305a87c9
Ecuación de reacción
2-amino-1-propanol
sodium hydride
4-chloropyridine hydrochloride
→
desired product
Rendimiento 30.2%
1-methyl-2-(4-pyridyloxy)ethylamine
Rendimiento 30.2%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1workup.STIRRINGThe mixture was stirred for 20 hours at room temperature
- 2OtroAfter completion of the reaction
- 3Filtraciónthe solids were filtered off
- 4OtroThe solvent in the filtrate was removed under reduced pressure
- 5OtroThe residue was purified by column chromatography on silica gel
Procedimiento
6.2 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 4.0 g of 60% sodium hydride and 50 mL of N,N-dimethylformamide at 5° C.-10° C. After the reaction mixture was stirred for 30 minutes, 12.5 g of 4-chloropyridine hydrochloride in limited amounts was added to the reaction mixture. The mixture was stirred for 20 hours at room temperature. After completion of the reaction, the solids were filtered off. The solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel to obtain 3.8 g of the desired product (yield: 30%). Refractive index: 1.5469.