Synthesis of tert-Butyl Ethers and tert-Butyl Esters Catalyzed by Acid-treated Montmorillonite Supported Zinc Chloride

doi:10.11944/j.issn.1000-0518.2016.05.150318

Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (5): 565-570.DOI: 10.11944/j.issn.1000-0518.2016.05.150318

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Synthesis of tert-Butyl Ethers and tert-Butyl Esters Catalyzed by Acid-treated Montmorillonite Supported Zinc Chloride

WU Jianhong,CHEN Dongyin,LI Fei()

School of Pharmacy,Nanjing Medical University,Nanjing 211166,China

Received:2015-08-31 Accepted:2015-12-10 Published:2016-04-29 Online:2016-04-29
Contact: LI Fei
Supported by:
Supported by the National Natural Science Foundation of China(No.21172108), the Universities Natural Science Research Project of Jiangsu Province(No.15KJB350002), Nanjing Medical University Science and Technology Development Fund(No.2014NJMUZD019)

Abstract

Abstract:

With acid-treated montmorillonite supported zinc chloride(H-mont/ZnCl₂) as the catalyst, phenols, alcohols, and carboxylic acid were reacted with di-tert-butyl dicarbonate to give tert-butyl ether and tert-butyl ester derivatives at 120 ℃ in sealed tube with yields ranging from 61% to 75%, which is simple and environmentally friendly. All the compounds synthesized were confirmed by ¹H NMR and ESI-MS. The effect of solvent, temperature, metal ion and some other factors to the reaction were investigated. A possible mechanism for this reaction was proposed. Provided a new method for this type of synthesis in the future.

Key words: acid-treated montmorillonite, zinc chloride, tert-butyl ethers, tert-butyl esters, organic synthesis

WU Jianhong, CHEN Dongyin, LI Fei. Synthesis of tert-Butyl Ethers and tert-Butyl Esters Catalyzed by Acid-treated Montmorillonite Supported Zinc Chloride[J]. Chinese Journal of Applied Chemistry, 2016, 33(5): 565-570.

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Synthesis of tert-Butyl Ethers and tert-Butyl Esters Catalyzed by Acid-treated Montmorillonite Supported Zinc Chloride

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