Glycocoll ester

On hydrolysis in presence of alcohol it breaks up into glycocoll ester hj drochloride, ammonium chloride and formaldehyde. 

Glycocoll-ester Hydrochloride [Hydrochloride of ethyl ester of amino-ethan add],... 

The united ethereal solutions, which are brown in colour, are shaken for 5 minutes with potassium carbonate, then poured off, and dried for 12 hours over anhydrous sodium sulphate. When the greater part of the ether has been evaporated at ordinary pressure on a water bath, the distillation is continued under a pressure 10—12 mms. At ordinary temperature, ether first passes over. The distilling vessel is now warmed in warm water, when a first fraction is obtained, which still contains alcohol and ether, and also some glycocoll ester and alanine ester. When the temperature of the bath has risen to 55°, the main part of the alanine ester begins to boil. The operation is discontinued when, at a bath temperature of 80°, nothing more distils over. In this way 110—125 gms. distillate are obtained, consisting for the most part of alanine ester. 

Preparation 489.—Glycocoll Ester and Glycine Anhydride [Ethyl ester of amino-ethan add and (2 5-dihetopiperazine). 

For the direct preparation of glycine-anhydride from glycocoll ester hydrochloride, see B., 39, 2930. 

Phthalimidoacetic ester is obtained by the action of chloracetic ester upon potassium phthalimide this is first hydrolysed by alkali to glyco-coll phthaloylic acid, and then by 20 per cent, hydrochloric acid to glycocoll and phthalic acid —... 

Indigo can be synthesised according to the German Patent 158,089, by heating sodamide with the diethyl ester, or the diamido-derivative, of phenyl-glycocoll-carbonic acid, in benzene solution ... 

Wislicenus introduced the use of molecular silver in the synthesis of adipic acid from iodopropionic acid, synthesised hydantoin from cyanic acid and glycocoll, glutaric acid (with L. Limpach), and methyl j8-butyl ketone from methylethylacetoacetic ester. He prepared cyclic ketones of dibasic acids by heating the calcium salts, and discovered vinyl ether and vinylacetic acid. The earlier history of acetoacetic ester has been dealt with (see p. 528) two theories of its structure were proposed that of Frankland and Duppa (1865), who represented it as CH3 CO CH2-COOC2H5, and that of Geuther, who discovered the compound (1863), and represented it at first by a type formula (C = 12, O=8) ... 

Curtius began work at Kolbe s suggestion on Dessaignes synthesis of hippuric acid (see p. 315) and at Baeyer s suggestion in Munich he used the ethyl ester of glycocoll, which he prepared. By the action of hydrochloric acid and sodium nitrite on this he discovered diazoacetic ester, the first aliphatic diazo-compound. He discovered hydrazine by the action of hot dilute acids on what he supposed was triazoacetic acid C3H3Ne(COOH)3, the sodium salt of which he obtained by the action of concentrated sodium hydroxide on diazoacetic ester.The starting material was later shown to be bisdiazoacetic... 

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