Réaction #1028

Équation de réaction

3-acetyl-isoquinoline

hydroxylamine

sodium acetate

→

3-acetyl-isoquinoline oxime

Rendement 89.0%

Solvants

water

methanol

water

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureto reflux for 1.5 hours
3. 3
   Extractionextracted with ethyl acetate
4. 4
   AutreThe combined extracts were dried
5. 5
   Concentrationconcentrated
6. 6
   Autretriturated with hexane

Mode opératoire

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.

Source