Alkoxyhydrosilane-facilitated cross-etherification reaction of secondary benzyl alcohol with aliphatic alcohol: synthesis of unsymmetrical dialkyl ethers

RSC Adv. 2024 Oct 4;14(43):31467-31470. doi: 10.1039/d4ra05997b. eCollection 2024 Oct 1.

Abstract

Alkoxyhydorosilane is found to be an effective mediator for the cross-etherification reaction between two distinct alcohols, namely, a secondary benzyl alcohol and an aliphatic alcohol, providing the unsymmetrical dialkyl ethers in good-to-high yields. The reaction is also successfully applied to the lignin model compound, which is an important renewable non-fossil organic carbon source. Initial mechanistic studies indicated that the carbocation derived from benzyl alcohol was formed under the present reaction conditions.