Hydroxyamine hydrochloride → HCID 73432879, Verbindung

HRID 2300196Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2300196
C([O-])(=O)C.[Na+].Cl.[NH2:7][OH:8].[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=O)=[N:14][CH:15]=1>O.CO>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=[N:7][OH:8])=[N:14][CH:15]=1

Komponenten

6

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 183760322-(5-Chloropyridin-2-yl)-1-(4-fluorophenyl)ethan-1-one

Produkt 1

HCID 73432879HCID 73432879, VerbindungAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Sodium acetate (6.47 g) and hydroxylamine hydrochloride (5.74 g) were dissolved in water (45 ml) and added to a solution of 2-(5-chloropyridin-2-yl)-1-(4-fluorophenyl)ethanone (3.39 g, 13.6 mmol) in methanol (200 ml). After heating at reflux for 2 h, the cooled reaction mixture was partitioned between water and ethyl acetate and the organic phase dried and concentrated to give the title compound as a yellow solid (3.56 g, 98%). NMR (CDCl3) δ 4.35 (2H, s, CH2); 7.02 (2H, t, 8 Hz, arom); 7.25 (1H, d, J 9 Hz, arom); 7.53 (1H, dd, J 9 & 2 Hz, arom); 7.71 (2H, m, arom); 8.12 (1 H, br s, OH); 8.48 (1H, s, 2 Hz, arom); Tlc SiO2 cyclohexane:ethyl acetate (3:1) Rf 0.42 detection uv254.

Aufarbeitung

  1. temperatureAfter heating
  2. temperatureat reflux for 2 h
  3. customthe cooled reaction mixture
  4. customwas partitioned between water and ethyl acetate
  5. customthe organic phase dried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-60e443d54813482fa44a9eda2022a182
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06498166B1

Notizen zur Reaktion

Wird geladen…