105379-35-9Relevant academic research and scientific papers
INVESTIGATIONS IN THE REGION OF AMINE AND AMMONIUM COMPOUNDS CXCIX. COMPETITION BETWEEN 1,4-ELIMINATION AND STEVENS 3,2-REARRANGEMENT IN THE REACTION OF AMMONIUM SALTS CONTAINING N-PHENACYL OR N-ACETONYL GROUP WITH ALCOHOL SOLUTION OF ALKALI
Saakyan, T. A.,Gyul'nazaryan, A. Kh.,Churkina, N. P.,Babayan, A. T.
, p. 1898 - 1903 (2007/10/02)
The reactions of ammonium salts containing an N,N-dimethyl-N-phenacyl or N-acetonyl-N,N-dimethyl group in addition to a 4-substituted 2-alkenylene group with an alcohol solution of alkali were studied.It was shown that 1,4-elimination occurs in the case of salts containing the N,N-dimethyl-N-phenacyl group with a bromine atom at position 4, while a Stevens 3,2-rearrangement takes place if the bromine is substituted by a tertiary or quaternary ammonium group under the same conditions.In the case of salts containing the N-acetonyl-N,N-dimethyl group the Stevens rearrangement only takes place in the presence of the N-methyl-N-phenylamino group at position 4; in other cases 1,4-elimination, leading 1,3-dienylammonium salts occurs.
