ACETO ACETIC ESTER 75 



BAEYER, ADOLF, 1885. 



Ber. 18, 3454-3460 ; J. Chem. Soc. 50, 223 ; Jsb. Chetn. 1885, 1346 ; 

 Bull. Soc. chim. 46, 440. 



Synthesis of Acetoacetic Ester and Phloroglucin. 



The author discusses the constitution of sodacetoacetic ester, siding 

 with Frankland and Duppa and Wislicenus against Geuther, showing 

 the inconsistancies of the formula CH 3 CO Na : CH CO 2 C 2 H 5 and 

 inclining to Frankland and Duppa' s view that sodacetic ester is 

 formed as an intermediate product in the action of sodium on 

 acetic ester. Phloroglucin is prepared by treating the product of the 

 action of sodium on malonic ester with caustic potash, and the formula 



CO < > CH 2 is suggested for it. 



CONRAD, M. AND M. GUTHZEIT, 1886. 



Ber. 19, 19-26 ; J. Chem. Soc. 50, 333 ; Jsb. Chem. 1886, 1331. 



Action of Carbonyl Chlorid on Cupracetoacetic Ester. 



Dehydro-diacetyl-acetone-dicarboxylic ester is thus produced. It is 

 a crystalline substance melting at 79-8o, and it has the following 

 structural formula : 



O 



/ \ 

 CH 3 C C CH 3 



II II 



C0 2 C 2 H 5 C CC0 2 C 2 H 5 



\ / 



C 



O 



Acted upon by ammonia this compound gives lutidone-dicarboxylic 

 ester melting at 221; by simply substituting NH for the oxygen of 

 the ring. Trimethyl-pyridone-dicarboxylic ester melting at 193 and 

 phenyl-dimethyl-pyridone-dicarboxylic ester melting at 170-! 71 

 were prepared from the dehydro-compound. 



