Reaktion #4568

Reaktionsgleichung

4-chloro-3-nitrobenzophenone

sodium

ethanol

diethyl malonate

→

diethyl 2-nitro-4-benzoylphenylmalonate

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas then poured into 400 ml
2. 2
   SonstigeThe organic layer was separated
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Einengenconcentrated to an oil
5. 5
   Sonstigeto crystallize by trituration with hexane containing trace amounts of diisopropyl ether, 34.75 g
6. 6
   SonstigeThe sample was further purified by trituration with hot hexane-diisopropyl ether, 30.84 g

Vorschrift

To a solution of sodium ethoxide, formed by reacting 4.6 g. (0.2 mole) of sodium metal with 200 ml. of ethanol, at 0° C. was added 32 g. (0.2 mole) of diethyl malonate followed by 26.1 g. (0.1 mole) of 4-chloro-3-nitrobenzophenone. The mixture was allowed to stir at room temperature for 2 hours and was then poured into 400 ml. of ice cold 2N hydrochloric acid and 300 ml. of methylene chloride. The organic layer was separated, dried over magnesium sulfate and concentrated to an oil. The residual oil was induced to crystallize by trituration with hexane containing trace amounts of diisopropyl ether, 34.75 g., m.p. 68°-70° C. The sample was further purified by trituration with hot hexane-diisopropyl ether, 30.84 g. (80% yield).

Quelle