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Ethyl 6,7-difluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinoline-3-carboxylate → 6,7-Difluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinoline-3-carboxylic acid

HRID 251850
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 251850
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:13][CH3:14])[C:11]=1[F:12])[N:8]([CH2:15][C:16]([F:19])([F:18])[F:17])[CH:7]=[C:6]([C:20]([O:22]CC)=[O:21])[C:5]2=[O:25]>C(O)(=O)C.O.S(=O)(=O)(O)O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([O:13][CH3:14])[C:11]=1[F:12])[N:8]([CH2:15][C:16]([F:19])([F:17])[F:18])[CH:7]=[C:6]([C:20]([OH:22])=[O:21])[C:5]2=[O:25]
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Komponenten

3

Edukt 1

HCID 57794119Ethyl 6,7-difluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinoline-3-carboxylate

Produkt 1

HCID 577941896,7-Difluoro-8-methoxy-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinoline-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 86597087Acetic acid sulfuric acid waterLösungsmittel

Versuchsvorschrift

800 mg (2.19 mmol) of the compound of Example 23A are provided in a mixture of 25 ml of acetic acid-water-sulfuric acid 12:8:1 and stirred over night under reflux. For the work-up the solvent is removed to a large extent on a rotary evaporator, the residue is adjusted carefully to pH 3 while cooling with ice with a saturated sodium hydrogen carbonate solution, the suspension is diluted with water, the precipitate is collected by suction filtration and after drying the filter residue under high vacuum, 575 mg of the title compound are obtained.

Aufarbeitung

  1. temperatureunder reflux
  2. customFor the work-up the solvent is removed to a large extent on a rotary evaporator
  3. temperaturewhile cooling with ice with a saturated sodium hydrogen carbonate solution
  4. additionthe suspension is diluted with water
  5. filtrationthe precipitate is collected by suction filtration
  6. dry with materialafter drying the filter residue under high vacuum, 575 mg of the title compound
  7. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-502d60fbd0cf4ae9a027c29004ce926b
Quelldatensatz
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07867992B2

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