Reaktion #465412

Reaktionsgleichung

aluminum

ethyl 2-hydroxyimino-2-cyanoacetate

→

title compound

Ausbeute 74.7%

Ethyl 2-amino-2-cyanoacetate

Ausbeute 74.7%

Lösungsmittel

water

water

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe turbid solution was decanted off
2. 2
   WaschenThe resulting aluminum amalgam was washed successively with water, methanol and diethyl ether
3. 3
   Sonstigesuspended in diethyl ether (500 mL) at 0° C.
4. 4
   Temperaturmaintaining a gentle reflux
5. 5
   Filtrationthe mixture was filtered
6. 6
   Waschenthe filtrate was washed with water, brine
7. 7
   Trocknendried (Na2SO4)
8. 8
   SonstigeRemoval of the solvent

Vorschrift

To aluminum foil (25 g) was added a solution of mercury(II) chloride (10 g, 0.37 mol) in water (1 L). The mixture was swirled for 5 min, and then the turbid solution was decanted off. The resulting aluminum amalgam was washed successively with water, methanol and diethyl ether. To amalgam suspended in diethyl ether (500 mL) at 0° C., was added a solution of ethyl 2-hydroxyimino-2-cyanoacetate (100 g, 0.70 mol) in diethyl ether (300 mL), followed by water (50 mnL), maintaining a gentle reflux. After 1 h of stirring, the mixture was filtered and the filtrate was washed with water, brine and dried (Na2SO4). Removal of the solvent gave the title compound as a white solid (67 g, 74%). 1H NMR (250 MHz, CD3OD)δ 4.45 (m, 2H), 2.49 (s, 1H), 1.38 (m, 3H).

Quelle