372 PROCEEDINGS OF THE AMERICAN ACADEMT 



Ag 



Ethyl Bromfurfuracrylate, Cj.H4Br03 . CjH^. — To a solution of the 

 acid (5 parts) in somewhat more than its own weight of absolute alco- 

 hol (6.5 parts) was added concentrated sulphuric acid (3 parts), and 

 the mixture heated upon the water bath for two or three hours. We 

 found that too long heating should be avoided since decomposition 

 then ensued, and a product was formed which undoubtedly was analo- 

 gous to that obtained by Markwald.* We have, however, made no 

 careful study of it. As soon as the etherification appeared to be com- 

 plete, the ether was precipitated with water, dried with calcic chloride, 

 and distilled under diminished pressure. The greater part of the 

 product distilled at 151-152° under a pressure of 14 mm., and on 

 cooling this distillate completely solidified. From ligroin the ether 

 could be obtained in large flat prisms, which melted at 42°. It was 

 readily soluble in alcohol, ether, chloroform, benzol, or ligroin and 

 had a faint aromatic odor. 



I. 0.1968 grm. substance gave 0.3168 grm. CO2 and 0.0673 grm. HgO. 

 II. 0.2251 grm. substance gave 0.1722 grm. AgBr. 

 III. 0.2545 grm. substance gave 0.1943 grm. AgBr. 



III. 



32.49 



We further attempted to make the amide, but found that the ether 

 was hardly attacked by concentrated ammonic hydrate at 100°, and 

 that at a much higher temperature (215°) most of the ether employed 

 also remained unchanged. 



Bromfurfurbromacrylic Acid. 



It already has been mentioned that bromfurfurdibrompropionic acid 

 is decomposed by heat with the evolution of hydrobromic acid, and the 

 simultaneous formation of a disubstituted furfuracrylic acid might be 

 inferred. We have made many attempts to bring about this loss of 

 one molecule of hydrobromic acid by more convenient and more 

 economical methods, but without success. In alcoholic solution potas- 

 sic hydrate gave chiefly the ethylen derivative and potassic carbonate. 



* Loc. cit. 



