Реакция #1605794

ord-5a798cbce38d471eb24362d5ff36d87d

Уравнение реакции

Oc1cccc2cccnc12
8-Quinolinol
O=C(OO)c1cccc(Cl)c1
meta-chloroperbenzoic acid
[O-][n+]1cccc2cccc(O)c21
8-hydroxyquinoline-N-oxide
Выход 81.6%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеInsoluble matter was removed by filtration
  2. 2
    Промывкаwas washed with dichloromethane
  3. 3
    workup.ADDITIONThe filtrate and the washing were mixed
  4. 4
    Концентрированиеconcentrated under reduced pressure
  5. 5
    workup.ADDITIONTo the residue, 2% aqueous ammonia (2.1 L) was added
  6. 6
    workup.STIRRINGthe mixture was stirred at room temperature overnight
  7. 7
    ФильтрацияThe precipitate was collected by filtration
  8. 8
    Промывкаwashed with purified water
  9. 9
    Другоеdried under reduced pressure

Методика

8-Quinolinol (351 g, 2.42 mol) was dissolved in dichloromethane (3.5 L) and, under ice-water cooling, meta-chloroperbenzoic acid (675.3 g, 2.74 mol) was added thereto in portions, and the mixture was stirred at room temperature for 2 hours. Insoluble matter was removed by filtration and was washed with dichloromethane. The filtrate and the washing were mixed and concentrated under reduced pressure. To the residue, 2% aqueous ammonia (2.1 L) was added and the mixture was stirred at room temperature overnight. The precipitate was collected by filtration, washed with purified water, and dried under reduced pressure to obtain 8-hydroxyquinoline-N-oxide (318.4 g).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09072734B2uspto-grants-2015_07