Hydrochloric Acid → 5-Ethoxy-2-nitro-4-(trifluoromethyl)aniline

HRID 268914Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 268914
[CH3:1][CH2:2][OH:3].[K].Cl[C:6]1[C:7]([C:16]([F:19])([F:18])[F:17])=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[C:10]([NH2:12])[CH:11]=1.Cl>O>[CH2:2]([O:3][C:6]1[C:7]([C:16]([F:17])([F:19])[F:18])=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[C:10]([NH2:12])[CH:11]=1)[CH3:1]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 27738135-Chloro-2-nitro-4-(trifluoromethyl)anilineHCID 5462222Potassium2×

Produkt 1

HCID 223171555-Ethoxy-2-nitro-4-(trifluoromethyl)anilineAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To EtOH (500 mL) was added potassium metal (ca. 21 g, ca. 537 mmol), and the vigorous reaction had to be cooled with an ice bath. Stirring was continued until all potassium metal was dissolved. Solid commercially available 5-chloro-2-nitro-4-trifluoromethyl-phenylamine [CAS-No. 35375-74-7] (57.74 g, 240 mmol) was added in one portion, and the resulting dark red mixture was stirred at 55-60° C. for 4 days. The warm reaction mixture was slowly poured into H2O (ca. 2000 mL), adjusted pH with conc. HCl to pH 2, the yellow precipitate was filtered off, washed with H2O and dried in air at 60° C. to give a yellow solid (57.81 g, 96%), which was used without further purification. MS (ISN) 249 [M·H].

Aufarbeitung

  1. customthe vigorous reaction
  2. temperatureto be cooled with an ice bath
  3. dissolutionwas dissolved
  4. stirringthe resulting dark red mixture was stirred at 55-60° C. for 4 days
  5. customThe warm reaction mixture
  6. filtrationthe yellow precipitate was filtered off
  7. washwashed with H2O
  8. customdried in air at 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-a53ee83d014b409992fa1a1dc15478a8
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446113B2

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