Aliphatic Friedel-Crafts reactions. Part VIII. Preparation of unsaturated ketones by the acylation of 1-alkylcyclopentenes
作者:J. K. Groves、N. Jones
DOI:10.1039/j39690000608
日期:——
Reaction of 1-ethylcyclopentene with zinc chloride–acetic anhydride affords 5-acetyl-1-ethylcyclopentene (39%) and 1-acetyl-2-ethylidenecyclopentane (13%). Similar products are obtained in the acetylation of other n-alkylcyclopentenes, with the exception of 1-methylcyclopentene which yields a mixture of 5-acetyl-1-methylcyclopentene and 1-acetyl-2-methylcyclopentene in a ratio of ca. 3 : 2. Treatment
1-乙基环戊烯与氯化锌-乙酸酐反应,得到5-乙酰基-1-乙基环戊烯(39%)和1-乙酰基-2-亚乙基环戊烷(13%)。在其他正烷基环戊烯的乙酰化反应中获得了类似的产物,除了1-甲基环戊烯以外,它以约0.5的比例产生了5-乙酰基-1-甲基环戊烯和1-乙酰基-2-甲基环戊烯的混合物。3:2。在所有情况下,用碱处理起始的酰化产物得到相应的1-酰基-2-烷基环戊烯。