3-Chlorobenzaldehyde → Benzaldehyde, m-chloro-, oxime, (Z)-

HRID 1521072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521072
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.Cl.[NH2:11][OH:12].C([O-])(=O)C.[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)/[CH:5]=[N:11]\[OH:12]

Komponenten

5

Edukt 3

HCID 114773-ChlorobenzaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Produkt 1

HCID 5372364Benzaldehyde, m-chloro-, oxime, (Z)-Ausbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of 3-chlorobenzaldehyde (50 g, 355 mmol) and hydroxylamine hydrochloride (38 g, 543 mmol) in ethanol (200 mL) containing sodium acetate (46 g, 558 mmol) was heated under reflux for 3 h. After 30 min stirring at room temperature a white solid precipitated and the resulting mixture was then diluted with water and acidified with HCl (4 N). The white precipitate was then filtered off, washed with water and dried under high vacuum to afford the title compound (54 g, 98%) which was obtained as a white solid. Mp: 64-66° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 3 h
  3. customprecipitated
  4. additionthe resulting mixture was then diluted with water
  5. filtrationThe white precipitate was then filtered off
  6. washwashed with water
  7. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c456e2d5ec564165950810750bdbf0bd
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073908B2

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