Reaktion #347488

Reaktionsgleichung

allyl 3-nitrocinnamate

SnCl2.2H2O

ammonia

water

→

title compound

Ausbeute 99.5%

Allyl 3-aminocinnamate

Ausbeute 99.5%

Lösungsmittel

Ethyl acetate

ethyl acetate

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed under argon for 3 hours
2. 2
   Temperaturcooled
3. 3
   Sonstigethe organic layer separated by decantation
4. 4
   ExtraktionTwo further extractions with ethyl acetate (each 50 ml)
5. 5
   WaschenThe combined extracts were washed with water and brine
6. 6
   Trocknendried (MgSO4)
7. 7
   Sonstigeevaporated

Vorschrift

Crude allyl 3-nitrocinnamate (3 g, 12.9 mM) was dissolved in ethyl acetate (10 ml) and added slowly to a stirred suspension of SnCl2.2H2O(14.52 g, 64 mM) in ethyl acetate (20 ml). The mixture was refluxed under argon for 3 hours, cooled, and poured into a mixture of ammonia (sg 880, 15 ml) and water (5 ml). Ethyl acetate (50 ml) was added, and the organic layer separated by decantation. Two further extractions with ethyl acetate (each 50 ml) were made similarly. The combined extracts were washed with water and brine, dried (MgSO4) and evaporated to give title compound (2.6 g).

Quelle