Efficient Approach for the Tritylation of Alcohols Using Recyclable Lewis Acid-Based Ionic Liquid (EMIM·AlCl4).

A new efficient approach has been reported for the tritylation of primary alcohols over secondary alcohols using triphenyl methyl alcohol and 4-monomethoxyl trityl alcohols in the presence of imidazolium-based ionic liquid 1-ethyl-3-methylimidazolium tetrachloroaluminate as catalyst. At room temperature, 5 mol % of catalyst in dichloromethane and acetonitrile solvent has been shown to be excellent for the tritylation of benzyl alcohol and various other alcohols The method was compatible with Fmoc/acetyl protecting group of amino and tert-butyldiphenylsilyl ether protecting group of alcohol. Moreover, the catalyst was reused for three to four catalytic cycles with little loss of catalytic activity. Excellent yields, reusability, chemoselectivity, and easy workup are advantages of this protocol.