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2,2'-Biphenol-Derived Phosphoric Acid Catalyst for the Dehydrative Esterification of Carboxylic Acids with Alcohols

Manabu Hatano*, Chiaki Nishioka, Ayaka Mimura, Risa Kimura, Yuki Okuda, Takeshi Yamada, Ken Sakata*

*Kobe Pharmaceutical University, Higashinada, Kobe 658-8558; Toho University, Funabashi, Chiba 274-8510, Japan, Email: mhatanokobepharma-u.ac.jp, ken.sakataphar.toho-u.ac.jp

M. Hatano, C. Nishioka, A. Mimura, R. Kimura, Y. Okuda, T. Yamada, K. Sakata, Synlett, 2023, 34, 2508-2514.

DOI: 10.1055/s-0042-1752738


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Abstract

A simple 2,2'-biphenol-derived phosphoric acid catalyst promotes a dehydrative esterification from an equimolar mixture of carboxylic acids and primary or secondary alcohols in toluene at 100 °C without the necessity to remove water. This reaction was also successfully conducted at the gram scale.


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Key Words

alcohols, carboxylic acids, esters, benzyl esters, DFT calculations, esterification, green chemistry, organocatalysis, phosphoric acid


ID: J72-Y2023