Hydroxylamine HCl → HCID 59115139, Verbindung

HRID 1358159Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1358159
[F:1][C:2]([F:14])([F:13])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=1)=O.[Cl-].[OH:16][NH3+:17].C([O-])(=O)C.[Na+]>C(O)C.O>[F:1][C:2]([F:14])([F:13])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=1)=[N:17][OH:16]

Komponenten

6

Edukt 3

HCID 21645Hydroxylamine HClHCID 517045Sodium AcetateHCID 27606164'-Thiomethyl-2,2,2-trifluoroacetophenone

Produkt 1

HCID 59115139HCID 59115139, VerbindungAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

49.3 g (224 mmol) of 2,2,2-trifluoro-1-(4-methylsulfanyl-phenyl)-ethanone are dissolved in 250 ml of hot ethanol. To this solution is added dropwise a solution of hydroxylammonium chloride (16.3 g, 235 mmol) and sodium acetate (31.2 g, 381 mmol) in 125 ml of water, and the reaction solution is stirred under reflux for 6.5 hr. The reaction mixture was concentrated by rotary evaporation and poured into ice/water. The resulting yellow solid is filterd and washed with water. After drying under reduced pressure, recrystallization from hexane-ethyl acetate affords 28.4 g of white solid (54%). The structure is confirmed by the 1H-NMR spectrum (CDCl3), δ[ppm]:: d 2.51 (s, 3H), 7.31 (d, 2H), 7.49 (d, 2H), 8.80 (broad s, 1H).

Aufarbeitung

  1. temperatureunder reflux for 6.5 hr
  2. concentrationThe reaction mixture was concentrated by rotary evaporation
  3. additionpoured into ice/water
  4. washwashed with water
  5. dry with materialAfter drying under reduced pressure, recrystallization from hexane-ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a16d994533da42cbab56bba4b6f2f8d7
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06596445B1

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