JOURNAL OF THE COLLEGE OF SCIENCE, IMPERIAL UNIVERSITY, 

 TOKYO, JAPAN, 



VOL. XXV., ARTICLE 18. 



Molecular Rearrangement of 

 N-Benzylbenzaldoxime. 



By 

 Mitsuru Kuhara, Rigakuliakushi, Ph. D. 



It lias been shown by Beckmanjn^ that, by the action of 

 phosphorus pentachloride (or oxychloride) and water, as well as 

 through the action of acetyl or benzoyl chloride, N-benzylbenzald- 

 oxime undergoes a molecular rearrangement and yields benzyl- 

 benzamide : 



0,H5— CH— N . C H.. . C,,H5 C^— CO 



— 1 



^0/ 



N-Benzylbenzaldoxiuie. Eenzylbenzaiiiidc. 



The formation of the substituted acid amide in this manner 

 evidently shows some similarity between the above change and 

 the well known Beckmann rearrangement of ketoximes : 



R— 0— R' E— CO 



NOE NH— R' 



Ketoxime. Substituted acid amide. 



With regard to the nature of the molecular rearrangement 

 of N-benzylbenzaldoxime, Beckmann'-^ states that a very small 



1. Ber. dent, cliem. Gesell., 26, 2272. 



2. ibid, 26, 2280 ; 27, 30u. 



