Reaktion #217758

Reaktionsgleichung

sodium

cyclohexylidenecyanoacetamide

HCl

sodium methylate

dimethylmalonate

→

methyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylate

Lösungsmittel

methanol

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a mechanical stirrer
2. 2
   workup.ADDITIONis added over a period of 15 minutes
3. 3
   workup.WAITThe reaction mixture is left under agitation for 1 hour at 25° C.
4. 4
   SonstigeThe solid obtained
5. 5
   Filtrationis filtered off
6. 6
   Waschenwashed with methanol
7. 7
   Sonstigedried under vacuum

Vorschrift

24 ml of a 5.4 M solution of sodium methylate in methanol, 17.7 g of dimethylmalonate and 100 ml of methanol are placed in a 250 ml flask equipped with a mechanical stirrer, thermometer and condenser, under nitrogen flow. After 30 minutes, when the sodium has completely dissolved, a suspension of 20 g cyclohexylidenecyanoacetamide in 50 ml of methanol is added over a period of 15 minutes. The reaction mixture is left under agitation for 1 hour at 25° C. and is subsequently acidified with 5% HCl. The solid obtained is filtered off, washed with methanol and dried under vacuum. 28 g of methyl 5-cyano-2,4-dioxo-3-azaspiro[5,5]undecane-1-carboxylate are obtained.

Quelle