Ethyl-n-butylmalonate

Into a 2-litre, three-necked flask, fitted with a separatory funnel, a mechanical stirrer and a reflux condenser, place a hot solution of 200 g. of potassium hydroxide in 200 ml. of water. Stir the solution and add slowly 200 g. of ethyl n-butylmalonate (Section 111,154). A vigorous reaction occurs and the solution refluxes. When all the ester has been added, boil the solution gently for 2-3 hours, i.e., until hydrolysis is complete a test portion should dissolve completely in water. Dilute with 200 ml. of water and distil oflF 200 ml. of liquid in order to ensure the complete removal of the alcohol formed in the hydrolysis (1) it is best to connect the flask by means of a wide delivery tube to a condenser set for downward distillation (compare Fig. II, 41, 1 but with a mercury-sealed stirrer in the centre neck). Replace the separatory funnel and the reflux condenser. 

Claisen Condensation Reparation of Ethyl Cinnamateand Cinnamic Acid 9-16. Malonic Ester Synthesis—Preparation of Ethyl-n-Butylmalonate... 

Monoalkylation of malonic ester occurs with primary and some secondary halides in 75-90% yield [16]. An example of the reaction is given for the preparation of ethyl n-butylmalonate [16]. 

Malonic Ester Synthesis—Preparation of Ethyl-n-Butylmalonate 16 ... 

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