J. Iran. Chem. Soc., Vol. 7, No. 3 September 2010, pp.603~607.

Current location: JICS Archive > Vol. 7 > No. 3 > Articles : 6

Saccharin Sulfonic Acid Catalyzed N-Boc Protection of Amines and Formation of tert-Butyl Ethers from Alcohols

F. Shirinia,*, M.A. Zolfigolb and M. Abedinia

aDepartment of Chemistry, College of Science, University of Guilan, Rasht 41335,
I. R. Iran bCollege of Chemistry, Bu-Ali Sina University, Hamadan, I. R. Iran

Saccharin sulfonic acid (SaSA), as a stable reagent is easily prepared by the reaction of saccharin with neat chlorosulfonic acid at room temperature. This compound is able to catalyze conversion of amines to their corresponding N-Boc protected amines with (Boc)2O. Alcohols were also converted to their corresponding tert-butyl ethers. All reactions took place under mild conditions giving the desired products in good to high yields.

Keywords: Alcohols, Amines, Saccharin sulfonic acid, tert-Butyl ethers, (Boc)2O

Download full-text PDF