تفاعل #1605794

ord-5a798cbce38d471eb24362d5ff36d87d

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىInsoluble matter was removed by filtration
  2. 2
    غسيلwas washed with dichloromethane
  3. 3
    workup.ADDITIONThe filtrate and the washing were mixed
  4. 4
    تركيزconcentrated 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
    ترشيحThe precipitate was collected by filtration
  8. 8
    غسيلwashed with purified water
  9. 9
    أخرىdried under reduced pressure

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09072734B2uspto-grants-2015_07