JOURNAL OF THE COLLEGE OF SCIENCE, TMPERTAL UNIVERSITY, 

 TOKYO, JAPAN. 



VOL. XXVII., ARTICLE 4. 



The Action of the Grignard Reagent on 

 o-Phthalic Esters. 



By 

 y. Shibata, BigalcnsM. 



Research Scholar, Science College, Imperial UniversiUj of Tokyo. 



The action of tlie Grignard reagent on succinic esters lias 

 been thoroughly studied by A. Valeur/^ W. Dilthey and E. 

 Last-^ and T. Urai^^, all of \Yhom observed that, as the result of the 

 reaction, glycols are produced according to the following scheme : 



CHo . CO . OR CHo . CR' (OMgX) OR 



1 ' +2R'MgX= I 



CHo . CO . OR CHo . CR' (OMgX) OR 



CH. . CR' (OMgX) OR CH., . CR'R' (OMgX) 



I " +2R'MgX= I +2R0MgX 



CHo . CR' (OMgX) OR CH, • CR'R' (OMgX) 



CHo . CR'R' (OMgX) CHo . CR'R' (OH) 



I ' +2H,0= I ' +2Mg(0H)X. 



CH2 . CR'R' (OMgX) CHo . CR'R' (OH) 



Now, as is well known, a very close analogy exists bet^veen 

 succinic acid and ö-phthalic acid, and I have, therefore, recently 

 studied the action of the Grignard reagent on o-phthalic esters, 

 expecting that in this case, also, glycols would be produced. It 

 was found, however, that this is by no means the case, derivatives 



1) Bull., (1903), [3] 29, 683. 



2) Ber., (1904), 37, 2G40. 



3) Dissert. 



