反応 #1605794

ord-5a798cbce38d471eb24362d5ff36d87d

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他Insoluble matter was removed by filtration
  2. 2
    洗浄was washed with dichloromethane
  3. 3
    workup.ADDITIONThe filtrate and the washing were mixed
  4. 4
    濃縮concentrated 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
    ろ過The precipitate was collected by filtration
  8. 8
    洗浄washed with purified water
  9. 9
    その他dried under reduced pressure

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09072734B2uspto-grants-2015_07