Reaktion #75357

Reaktionsgleichung

water

Sodium hydride

4,4'-dichlorobenzophenone oxime

ethyl bromoacetate

→

ethyl di-(4-chlorophenyl)methyleneamino-oxyacetate

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe temperature below 30° C
2. 2
   Sonstigeto rise to 30° C
3. 3
   Extraktionthe subsequent mixture was extracted with ether
4. 4
   WaschenThe combined extracts were washed with water
5. 5
   Trocknendried (MgSO4)
6. 6
   Sonstigeevaporated

Vorschrift

Sodium hydride (0.45 g., 80% w/w suspension in mineral oil) was added gradually to a stirred solution of 4,4'-dichlorobenzophenone oxime (4.0 g.) in dry dimethylformamide (20 ml.) keeping the temperature below 30° C. After 30 minutes, ethyl bromoacetate (1.7 ml.) was added to the stirred solution and the temperature was allowed to rise to 30° C. After 16 hours stirring at ambient temperature the mixture was poured into water (100 ml.) and the subsequent mixture was extracted with ether. The combined extracts were washed with water, dried (MgSO4) and evaporated to give ethyl di-(4-chlorophenyl)methyleneamino-oxyacetate, as an oil (3.8 g.), essentially pure and having a characteristic ester absorption at 1740-1760 cm-1 in the infra-red spectrum.

Quelle