Direct Syntheses of Diphenylmethanol Derivatives from Substituted Benzenes and CHCl3 through Friedel‐Crafts Alkylation and Post‐Synthetic Hydrolysis or Alcoholysis Catalyzed by Alumina
Guga Suri,
Dr. Fengying Liang,
Prof. Dr. Mixia Hu,
Prof. Meiling Wang,
Prof. Ren Bu,
Xiaoying Zhang,
Hui Wang,
Wenyan Dong,
Prof. Dr. Chaolu Eerdun,
Prof. Dr. Akihiko Tsuda
Affiliations
Guga Suri
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Dr. Fengying Liang
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Prof. Dr. Mixia Hu
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Prof. Meiling Wang
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Prof. Ren Bu
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Xiaoying Zhang
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Hui Wang
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Wenyan Dong
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Prof. Dr. Chaolu Eerdun
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
Prof. Dr. Akihiko Tsuda
Department of Pharmaceutical Sciences Inner Mongolia Medical University Jinshan Economic & Technology Development District Hohhot, Inner Mongolia 010110 P. R. China
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 AlCl3‐mediated Friedel‐Crafts alkylation of methyl‐substituted benzenes and CHCl3. 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.