Mild and Efficient Chemoselective Tetrahydropyranylation of Alcohols Using Brønsted Acidic Ionic Liquid as Catalyst Under Solvent-Free Conditions

Abstract

A straightforward and efficient method for preparation of morpholinium bisulfate ([mroH]HSO₄) as a novel acidic ionic liquid is reported. The application of this efficient and inexpensive acidic ionic liquid catalyst for tetrahydropyranylation of alcohols under mild and solvent-free conditions at room was investigated.

GRAPHICAL ABSTRACT

Keywords:

• Alcohols
• Brønsted acidic
• ionic liquid
• OTHP
• protection

ACKNOWLEDGMENTS

We gratefully acknowledge the funding support received for this project from the Isfahan University of Technology (IUT), Iran (A. R. H.). Further financial support from Center of Excellency in Sensor and Green Chemistry Research (IUT) is gratefully acknowledged.

Notes

^a The reaction was carried out in 3 mL of solvent.

^b The yield refer to isolated pure product or GC analysis.

^a The yields refer to the isolated pure products or GC analysis.

^b Products were characterized by spectroscopic data (FTIR, ¹H NMR, and ¹³C NMR).

^a The progress of the reaction was determined by GC and TLC analysis.