Water → 4-(Amino-hydroxyimino)methylbenzoic acid methyl ester

HRID 376536

Reaktionsgleichung

Reaktionsgleichung von HRID 376536
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([C:10]#[N:11])=[CH:6][CH:5]=1.Cl.[NH2:14][OH:15].C(=O)([O-])O.[Na+].O>CO>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]=[N:11][O:15][NH2:14])=[CH:6][CH:5]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 70791Methyl 4-cyanobenzoateHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 543937604-(Amino-hydroxyimino)methylbenzoic acid methyl esterAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In 200 ml of methanol were dissolved 16.5 g of 4-cyanobenzoic acid methyl ester and 7.2 g of hydroxylamine hydrochloride. To the solution was added 8.82 g of sodium hydrogencarbonate at room temperature. The mixture was heated for 3 hours under reflux. The reaction mixture was cooled, to which was added 400 ml of water. Resulting crystalline precipitate was collected by filtration, which was washed with water and ether, followed by drying under reduced pressure to afford 16.1 g of the titled compound as colorless needles.

Aufarbeitung

  1. temperatureThe mixture was heated for 3 hours
  2. temperatureunder reflux
  3. temperatureThe reaction mixture was cooled, to which
  4. filtrationResulting crystalline precipitate was collected by filtration, which
  5. washwas washed with water and ether
  6. customby drying under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6695f32bf3964c77b3ffb225e94d8322
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06020334

Verknüpfte Notizen

Wird geladen…