Reaktion #160783

Reaktionsgleichung

ethyl 2-cyano-2-(hydroxyimino)acetate

Na2S2O4

sodium chloride

→

titled compound

ethyl 2-amino-2-cyanoacetate

Lösungsmittel

water

sodium bicarbonate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with methylene chloride (300 mL×3)
2. 2
   Trocknenthe combined organic layers were dried over anhydrous Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated in vacuo

Vorschrift

To a solution of ethyl 2-cyano-2-(hydroxyimino)acetate (1 eq) in 70 mL of water and 56 mL of aq. sat. sodium bicarbonate was added portionwise throughout 10 minutes Na2S2O4 (2.8 eq) The reaction mixture was stirred at room temperature for 1 hour. The solution was saturated with sodium chloride, extracted with methylene chloride (300 mL×3) and then the combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give the titled compound, which was used to next step without further (55%). LC/MS (m/z): 129.0 (MH+), Rt:0.25 min.

Quelle