The Synthetic Use of Metals in Organic Chemistry

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Colourless liquid. Yield, 35-40 gms.
PRACTICAL WOBK : SODITM. POTASSIOf 115 MONO-ETHYL MALONIC ESTEB.
Malonic ethyl ester (20 gms. ) is added gradually to a solution of sodium (3 gms. ) in ethyl alcohol (40 c. C. ). The solid sodium salt separates out, and when all the malonic ester has been added the solid mass is mixed with ethyl iodide (25 gms. }, which is added gradually and which causes the mass to become liquid. The mixture is then heated on a water-bath for one and a half hours, by which
... time sodium iodide has separated out and no alkaline reaction is obtained.
The alcohol is next distilled off, water added, and the mixture extracted with ether. After drying the extract over calcium chloride, the ether is removed and that portion of the remaining oil collected which distils at 206-208. Yield, 10-15 gms.
Hydrolysis and Conversion to Butyric Acid.
The ethyl malonic ester (10 gms. ) is hydrolysed by boiling for an hour on the water-bath with strong aqueous potash containing 15 gms.


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