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Efficient and Easily Recyclable Catalyst for the Alkylation Reaction of Phenol and tert-Butyl Alcohol

[Image: see text] tert-Butylphenol is widely used as an intermediate in organic synthesis, and the catalyst for the alkylation reaction of phenol and tert-butyl alcohol is the key to synthesizing tert-butylphenol. In our work, a catalyst, 1H-imidazole-1-acetic acid tosilate ([HIMA]OTs), was synthesi...

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Detalles Bibliográficos
Autores principales: Zhang, Dejin, Sun, Shu, Wu, Qi, Xie, Yong, Liu, Chengcheng, Wang, Cong, Zhang, Keying, Shi, Hongwei, Zhuo, Xin, Wang, Hongyan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9454274/
https://www.ncbi.nlm.nih.gov/pubmed/36092567
http://dx.doi.org/10.1021/acsomega.2c04176
Descripción
Sumario:[Image: see text] tert-Butylphenol is widely used as an intermediate in organic synthesis, and the catalyst for the alkylation reaction of phenol and tert-butyl alcohol is the key to synthesizing tert-butylphenol. In our work, a catalyst, 1H-imidazole-1-acetic acid tosilate ([HIMA]OTs), was synthesized and characterized, and an efficient and easily recyclable catalytic system of an ionic liquid was established. In addition, the kinetic and thermodynamic parameters were calculated; the positive value of ΔH* indicated the endothermic nature of the alkylation reaction, and the positive value of ΔS* and negative value of ΔG* implied that the process of alkylation of phenol and tert-butyl alcohol was spontaneous in the current reaction system. The recovery experiments of [HIMA]OTs were performed, and an excellent recycling performance was obtained. This method provides a potential way for the industrial synthesis of tert-butylphenol.