Hydroxyamine hydrochloride → 4-(Hydroxyimino-methyl)-3-phenoxy-benzonitrile

HRID 1247345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1247345
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O.C([O-])(=O)C.[Na+].Cl.[NH2:24][OH:25]>C(O)C>[OH:25][N:24]=[CH:1][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][C:4]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 219054244-Cyano-2-phenoxybenzaldehyde

Produkt 1

HCID 865930434-(Hydroxyimino-methyl)-3-phenoxy-benzonitrileAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4-formyl-3-phenoxy-benzonitrile (2.21 g) in dry ethanol (45 ml) was added sodium acetate (0.894 g) and hydroxylamine hydrochloride (0.757 g). The mixture was stirred at rt for 4.5 h. The solvent was evaporated and the product was purified by flash chromatography (cyclohexane/EtOAc 8:2=>3:7) to give 4-(hydroxyimino-methyl)-3-phenoxy-benzonitrile (1.42 g). Light yellow solid. MS 238.1 ([M]+)

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe product was purified by flash chromatography (cyclohexane/EtOAc 8:2=>3:7)

Quellen und Nachweise

ORD-Eintrag
ord-b1c3410b43504bfd829b5abcd5e5e57f
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129238B2

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