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Flow Friedel–Crafts alkylation of 1‐adamantanol with arenes using HO‐SAS as an immobilized acid catalyst
Journal of the Chinese Chemical Society ( IF 1.6 ) Pub Date : 2020-12-11 , DOI: 10.1002/jccs.202000518
Takayoshi Kasakado, Mamoru Hyodo, Akihiro Furuta, Aina Kamardine, Ilhyong Ryu, Takahide Fukuyama

In this communication flow Friedel–Crafts alkylation was studied using hydroxy‐substituted sulfonic acid‐functionalized silica as a catalyst and 1‐adamantanol as a model substrate. The reaction of 1‐adamantanol (1a) with toluene (2a) proceeded well with 5 min of residence time at 120°C to give good yield of 1‐tolyladamantane (3a) as a 1:9 mixture of meta and para isomers. When the flow synthesis was carried out over 2.5 hr of running time, the collected five fractions contain the product 3a in 97–92% yields, suggesting the durability of the catalyst.

中文翻译:

使用HO-SAS作为固定化酸催化剂,使用芳烃进行Friedel-Crafts与芳烃的烷基化反应

在此交流流中,使用羟基取代的磺酸官能化的二氧化硅作为催化剂,以1-金刚烷醇为模型底物,研究了Friedel-Crafts烷基化反应。1-金刚烷醇(1a)与甲苯(2a)的反应在120°C的停留时间为5分钟的情况下进行得很好,从而以1-9的间位对位异构体混合物形式获得了1-甲苯金刚烷(3a)的良好产率。当在2.5小时的运行时间内进行流动合成时,收集到的5个馏分中的产物3a的产率为97-92%,这表明催化剂具有耐久性。
更新日期:2021-01-12
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