Реакция #1783

ord-50b5f885709f4236b5aee536d764bea9

Уравнение реакции

CCc1ncccc1CCl
2-ethyl-3-chloromethylpyridine
O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
CCc1c(CCl)ccc[n+]1[O-]
2-ethyl-3-chloromethylpyridine-N-oxide

Реагенты

Нет

Растворители

Условия реакции

Температура
0°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ЭкстракцияThe reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL)
  2. 2
    СушкаThe organic phase was dried with MgSO4
  3. 3
    Фильтрацияfiltered
  4. 4
    Другоеthe solvent was removed under reduced pressure
  5. 5
    ДругоеThe residue was chromatographed on silica gel
  6. 6
    ПромывкаMeOH and eluted with the same
  7. 7
    Другоеthe solvent removed under reduced pressure the

Методика

The 2-ethyl-3-chloromethylpyridine (2.4 g, 15.4 mmol) was dissolved in CHCl3 (100 mL) and cooled under nitrogen to 0° C. and m-chloroperbenzoic acid (55%, 4.2 g) was added in small portions. The reaction was stirred for 2 hours. The reaction was extracted twice with saturated aqueous sodium bicarbonate (100 mL). The organic phase was dried with MgSO4, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel packed in 98:2 CH2Cl2 :MeOH and eluted with the same. The appropriate fractions were combined and the solvent removed under reduced pressure the give the desired 2-ethyl-3-chloromethylpyridine-N-oxide.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05726172uspto-grants-1998_03