Ethanol → 4-Cyanobenzaldehyde oxime

HRID 1457715Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1457715
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1)#[N:2].CCO.Cl.[NH2:15][OH:16]>N1C=CC=CC=1>[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[N:15][OH:16])=[CH:5][CH:4]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 660424-Cyanobenzaldehyde2×HCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 52147424-Cyanobenzaldehyde oximeAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

This material was prepared from 4-cyanobenzaldehyde according to Kawase and Kikugawa (J. Chem. Soc., Perkin Trans I 1979, 643). To a solution of 4-cyanobenzaldehyde (1.31 g, 10 mmol) in 1:1 EtOH:pyridine (10 mL) was added hydroxylamine hydrochloride (0.70 g, 10 mmol). The resulting solution was stirred at room temperature for 18 h and was concentrated in vacuo to one-half volume. To this solution was added ice water, causing the product to crystallize from solution. Recrystallization from EtOH--water followed by drying over P2O5 afforded 1.46 g (100%) of the desired oxime; mp: 167.8°-169.4° C.

Aufarbeitung

  1. concentrationwas concentrated in vacuo to one-half volume
  2. additionTo this solution was added ice water
  3. customto crystallize from solution
  4. customRecrystallization from EtOH
  5. dry with materialby drying over P2O5

Quellen und Nachweise

ORD-Eintrag
ord-a999af3dbca64eac8520782e08014c18
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05849736

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