Benzaldehyde → Syn-benzaldehyde oxime

HRID 868922

Reaktionsgleichung

Reaktionsgleichung von HRID 868922
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:9][OH:10].Cl.[OH-].[Na+]>C(O)C.O>[CH:1](=[N:9]/[OH:10])/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 5324470Syn-benzaldehyde oxime

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of benzaldehyde (3 g, 28.3 mmol) in ethanol (50 mL) and water (30 mL), NH2OH hydrochloride (3.9 g, 56.6 mmol) and sodium hydroxide (2.26 g, 56.6 mmol) were added. The mixture was heated at reflux for 6 hours. The resulting mixture was cooled to room temperature and extracted with EtOAc, and the organic layer was dried over anhydrous sodium sulfate. The solution was then concentrated under vacuum to give the title compound as an oil-like solid (3.4 g), which was used in the next step without further purification. MS (ESI) m/z 121 (M+H+).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 6 hours
  3. extractionextracted with EtOAc
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. concentrationThe solution was then concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f19df7ebeba944b88fc980f07852d648
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969349B2

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