4-Chloro-7-(trifluoromethyl)quinoline → 4-Chloro-1-oxo-7-(trifluoromethyl)-1lambda~5~-quinoline

HRID 39730

Reaktionsgleichung

Reaktionsgleichung von HRID 39730
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([F:15])([F:14])[F:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:24])C=1.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([F:15])([F:13])[F:14])=[CH:9][CH:10]=2)[N+:5]([O-:24])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 676684-Chloro-7-(trifluoromethyl)quinolineHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium Bicarbonate

Produkt 1

HCID 231281334-Chloro-1-oxo-7-(trifluoromethyl)-1lambda~5~-quinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To 14 mL of a chloroform solution containing 0.90 g of 4-chloro-7-trifluoromethylquinoline, 1.04 g of m-chloroperbenzoic acid was added, and the mixture was stirred at room temperature for 3.5 hours. The reaction mixture was added with 15 mL of an aqueous saturated sodium hydrogen carbonate solution. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and the extract were combined, the resultant solution was washed with an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain a yellow solid, 4-chloro-7-trifluoromethylquinoline N-oxide.

Aufarbeitung

  1. additionwas added
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with chloroform
  4. washthe resultant solution was washed with an aqueous saturated sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0c9d7f38499840a9bd74ad95e8a955b4
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524738B2

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