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通过氧化铝催化的 Friedel-Crafts 烷基化和后合成水解或醇解,从取代苯和 CHCl 直接合成二苯甲醇衍生物。

Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl through Friedel-Crafts Alkylation and Post-Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina.

机构信息

Department of Pharmaceutical Sciences, Inner Mongolia Medical University, Jinshan Economic & Technology Development District, Hohhot, Inner, Mongolia, 010110, P. R. China.

Department of Chemistry, Graduate School of Science, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe, 657-8501, Japan.

出版信息

ChemistryOpen. 2022 May;11(5):e202200042. doi: 10.1002/open.202200042.

DOI:10.1002/open.202200042
PMID:35585035
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9117155/
Abstract

The present study reports an innovative finding that alumina containing water or primary alcohol catalyzes the hydrolysis or alcoholysis, respectively, of the product formed through AlCl -mediated Friedel-Crafts alkylation of methyl-substituted benzenes and CHCl . The former and later reactions mainly provided hydroxy- and alkoxy-substituted diarylmethanes, respectively, while the reference reactions without alumina provided bisarylchloromethane. This method enables the selective syntheses of diphenylmethanol derivatives with very simple procedures, without expensive reagents and apparatuses. Furthermore, the alumina used in the reaction could be recycled by washing with water and subsequent drying. From the viewpoint of material recycling, this function is very important for the development of sustainable chemical reactions.

摘要

本研究报告了一个创新发现,即氧化铝含有水或伯醇分别催化通过 AlCl-介导的甲基取代苯和 CHCl 的 Friedel-Crafts 烷基化形成的产物的水解或醇解。前一种和后一种反应主要分别提供羟基和烷氧基取代的二芳基甲烷,而没有氧化铝的参考反应则提供双芳基氯甲烷。该方法可以通过非常简单的程序选择性合成二苯甲醇衍生物,而无需使用昂贵的试剂和设备。此外,反应中使用的氧化铝可以通过水洗和随后干燥进行回收。从材料回收的角度来看,这种功能对于可持续化学反应的发展非常重要。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/c6fb73f8a0fe/OPEN-11-e202200042-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/57e660565310/OPEN-11-e202200042-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/1e2fb0d86b2c/OPEN-11-e202200042-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/346e8892a02e/OPEN-11-e202200042-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/1f5d26311330/OPEN-11-e202200042-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/fa2840681873/OPEN-11-e202200042-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/1a79d7f574ff/OPEN-11-e202200042-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/c6fb73f8a0fe/OPEN-11-e202200042-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/57e660565310/OPEN-11-e202200042-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/1e2fb0d86b2c/OPEN-11-e202200042-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/346e8892a02e/OPEN-11-e202200042-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/1f5d26311330/OPEN-11-e202200042-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/fa2840681873/OPEN-11-e202200042-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/1a79d7f574ff/OPEN-11-e202200042-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca44/9117155/c6fb73f8a0fe/OPEN-11-e202200042-g005.jpg

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