반응 #1605794

ord-5a798cbce38d471eb24362d5ff36d87d

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Insoluble matter was removed by filtration
  2. 2
    세척was washed with dichloromethane
  3. 3
    workup.ADDITIONThe filtrate and the washing were mixed
  4. 4
    농축concentrated 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
    여과The precipitate was collected by filtration
  8. 8
    세척washed with purified water
  9. 9
    기타dried under reduced pressure

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09072734B2uspto-grants-2015_07