Hydroxyamine hydrochloride → 4-(2,4-Difluorobenzoyl)-1-formylpiperidine oxime

HRID 647285Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 647285
C([O-])(=O)C.[NH4+:5].[F:6][C:7]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:8]=1[C:9]([CH:11]1[CH2:16][CH2:15][N:14]([CH:17]=O)[CH2:13][CH2:12]1)=[O:10].Cl.N[OH:26]>O.C(O)C>[F:6][C:7]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:8]=1[C:9]([CH:11]1[CH2:16][CH2:15][N:14]([CH:17]=[N:5][OH:26])[CH2:13][CH2:12]1)=[O:10]

Komponenten

6

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517165Ammonium AcetateHCID 114141024-(2,4-Difluorobenzoyl)piperidine-1-carbaldehyde

Produkt 1

HCID 867386014-(2,4-Difluorobenzoyl)-1-formylpiperidine oximeAusbeute 75,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 12 g of ammonium acetate in 45 ml of water was added to a solution of 15 g of 4-(2,4-difluorobenzoyl)-1-formylpiperidine and 6 g of hydroxylamine hydrochloride in 35 ml of ethanol. The mixture was heated for 18 hrs at 90°, with stirring. The solvent was evaporated in vacuum until precipitation occurred. Water (500 ml) was added. The mixture was filtered, washed with 300 ml of water and dried in vacuum over phosphorous pentoxide to yield 12 g (75.5%) of product. Recrystallization from ethanol and water yielded the analytical sample, mp, 185°.

Aufarbeitung

  1. temperatureThe mixture was heated for 18 hrs at 90°
  2. customThe solvent was evaporated in vacuum until precipitation
  3. additionWater (500 ml) was added
  4. filtrationThe mixture was filtered
  5. washwashed with 300 ml of water
  6. dry with materialdried in vacuum over phosphorous pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-12d2c0bde15e43df9fcc9b5c21755f51
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04408053

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