Реакция #1023

ord-6d97a1bfa8604b93849d4516305a87c9

Уравнение реакции

CC(N)CO
2-amino-1-propanol
[H-].[Na+]
sodium hydride
Cl.Clc1ccncc1
4-chloropyridine hydrochloride
CC(N)COc1ccncc1
desired product
Выход 30.2%
CC(N)COc1ccncc1
1-methyl-2-(4-pyridyloxy)ethylamine
Выход 30.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.STIRRINGThe mixture was stirred for 20 hours at room temperature
  2. 2
    ДругоеAfter completion of the reaction
  3. 3
    Фильтрацияthe solids were filtered off
  4. 4
    ДругоеThe solvent in the filtrate was removed under reduced pressure
  5. 5
    ДругоеThe residue was purified by column chromatography on silica gel

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723469uspto-grants-1998_03