Flow Friedel-Crafts alkylation of 1-adamantanol with arenes using HO-SAS as an immobilized acid catalyst
Flow Friedel-Crafts alkylation of 1-adamantanol with arenes using HO-SAS as an immobilized acid catalyst
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DOI：
10.1002/jccs.202000518
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发表时间：
2020-12-11
影响因子：
1.8
通讯作者：
Fukuyama, Takahide
中科院分区：
文献类型：
--
作者：
Kasakado, Takayoshi;Hyodo, Mamoru;Fukuyama, Takahide
以羟基取代磺酸功能化二氧化硅为催化剂，1-金刚烷醇为模型底物，研究了流动Friedel-Crafts烷基化反应。1-金刚烷醇（1a）与甲苯（2a）在120℃下停留5分钟，反应顺利，得到1-金刚烷（3a），中间异构体和对异构体的混合物为1:9。当流动合成时间超过2.5小时时，收集到的5个馏分中含有产物3a，产率为97-92%，表明催化剂的耐久性。
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 degrees 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.