ELECTROPHILIC SUBSTITUTION OF BENZENES WITH STRONG ELECTRON-WITHDRAWING GROUPS IN SUPER ACID MEDIA. FRIEDEL-CRAFTS ALKYLATION OF ACETOPHENONE
- 5 August 1979
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 8 (8) , 1003-1006
- https://doi.org/10.1246/cl.1979.1003
Abstract
In the presence of HF-SbF5 super acid, the alkylation of acetophenone with various alkyl chlorides was investigated. The products were found to be those of m-alkylated acetophenone derivatives and their related compounds in fairly good yields. The relative reactivity of alkyl chlorides was in the order of EtCl>n-, iso-PrCl, n-, s-BuCl>>iso-BuCl>>t-BuCl. The formation of olefinic, alcoholic, and condensation products observed in the reaction with propyl chlorides, and skeletal isomerization products obtained in the reaction with butyl chlorides was also discussed.Keywords
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