4 CH3C6H4SO2OR + LiAlH4 → LiAl(O3SC6H4CH3)4 + 4 RHThus, tosylation followed by reduction allows for removal of a hydroxyl group.Likewise, TsCl is used to prepare sulfonamides from amines:CH3C6H4SO2Cl + R2NH → CH3C6H4SO2NR2 + HClThe resulting sulfonamides are non-basic and, when...
The preparation of tosyl esters and amides are conducted in the presence of a base, which absorbs hydrogen chloride. The selection of the base is often crucial to the efficiency of tosylation. Typical bases include pyridine and triethylamine. Unusual bases are also used; for example, catalytic a...
The process of the -invention may be carried out, for example in the presence of a suitable dehydrating agent (such as: a strong acid (e.g. sulfuric acid (e.g. concentrated sulfuric acid), methanesulfonic acid (e.g. anhydrous methanesulfonic acid) and the like); an acid anhydride such ...