A Novel Efficient Method for the Silylation of Alcohols Using Hexamethyldisilazane in an Ionic Liquid

Benzylic and primary alcohols were protected by hexamethyldisilazane in good to excellent yields at r.t. in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF ₄ ]) ionic liquid. In addition, the ionic liquid was recovered quantitatively and reused efficiently in the next reactions. The protocol was successfully applied to the protection of phenols.

Keywords:

• Silyl ethers
• HMDS
• ionic liquid
• alcohols

Partial financial support by the Ministry of Science, Research, and Technology of Iran is greatly appreciated. M. Mirzaee is also acknowledged for conducting GC experiments.