Reaktion #216986

Reaktionsgleichung

3-nitrocinnamic acid

sulfuric acid

ethanol

→

title compound

Ausbeute 99.0%

(E)-3-(3-Nitrophenyl)-2-propenoic acid, ethyl ester

Ausbeute 99.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed overnight
2. 2
   ExtraktionThe mixture was extracted with ethyl ether (500 mL×2)
3. 3
   WaschenThe organic layer was washed with saturated sodium bicarbonate solution (100 mL×2), water (100 mL×2), brine (100 mL×2)
4. 4
   Trocknendried over magnesium sulfate
5. 5
   SonstigeEvaporation

Vorschrift

A mixture of 3-nitrocinnamic acid (11.7 g, 60.6 mmol), concentrated sulfuric acid (0.16 mL, 3.03 mmol) and absolute ethanol (120 mL) was refluxed overnight. The reaction mixture was poured into ice water (400 mL). The mixture was extracted with ethyl ether (500 mL×2). The organic layer was washed with saturated sodium bicarbonate solution (100 mL×2), water (100 mL×2), brine (100 mL×2) and dried over magnesium sulfate. Evaporation gave title compound (12.0 g, 99%) as a colorless oil.

Quelle