반응 #4568

반응 방정식

4-chloro-3-nitrobenzophenone

sodium

ethanol

diethyl malonate

→

diethyl 2-nitro-4-benzoylphenylmalonate

용매

methylene chloride

반응 조건

후처리

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

실험 절차

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).

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