A NEW APPROACH TO AROMATIC-SUBSTITUTION - PARA-SPECIFIC ALKYLATION OF ACETOPHENONE BY ALKYL RADICALS IN STRONGLY ACIDIC MEDIA

被引：0

作者：

BINDIN, L ^{[1
]}

METHCOHN, O ^{[1
]}

WALSHE, NDA ^{[1
]}

机构：

[1] UNIV SALFORD,DEPT CHEM,SALFORD M5 4WT,LANCS,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 04期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acetophenone in 25% oleum is substituted by various alkyl radicals specifically in the para-position. The radicals used include cyclohexyl, 3-chloro-1-methylpropyl, 3-bromo-1-methylpropyl, 4-chloro-1-methylbutyl, 4-bromo-1-methylbutyl, 5-bromo-1-methylpentyl, 5-acetoxy-1-methylpentyl, 3-carboxy-1-methylpropyl, 4-carboxy-1-methylbutyl and 5-carboxy-1-methylpentyl. They were all generated by hydrogen atom abstraction at the radical position by dimethylaminium radicals, generated in turn from protonated dimethylchloramine and ferrous sulphate. Yields were generally poor to moderate but utilised simple conditions and cheap reagents.

引用

页码：781 / 786

页数：6