Reaktion #1028

Reaktionsgleichung

3-acetyl-isoquinoline

hydroxylamine

sodium acetate

→

3-acetyl-isoquinoline oxime

Ausbeute 89.0%

Lösungsmittel

water

methanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux for 1.5 hours
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   SonstigeThe combined extracts were dried
5. 5
   Einengenconcentrated
6. 6
   Sonstigetriturated with hexane

Vorschrift

A solution of 3-acetyl-isoquinoline (0.65 g), hydroxylamine (0.29 g) and sodium acetate (0.47 g) in a mixture of methanol (20 ml) and water (3 ml) was heated to reflux for 1.5 hours. The reaction was then poured into water and extracted with ethyl acetate. The combined extracts were dried, concentrated and triturated with hexane to give 3-acetyl-isoquinoline oxime (0.63, 89% yield) as a white crystalline solid m.p. 135°-142° C.; 1H NMR: 2.50(3H,s); 7.61(1H,t); 7.70(1H,t); 7.87(1H,d); 7.99(1H,d); 8.11(1H,s); 9.28(1H,s) ppm.

Quelle