SYNTHESIS OF PRIMARY AMINES USING POTASSIUM 1,1,3,3-TETRAMETHYLDISILAZIDE AS AMINATING AGENT OF ALKYL-HALIDES

A one-pot synthesis of various primary amines is described. Potassium 1,1,3,3-tetramethyldisilazide, prepared from 1,1,3,3-tetramethyldisila zane and potassium hydride, reacts with alkyl bromides, iodides, tosyl ates, benzylic chlorides, and allylic chlorides to give the correspond ing N,N-bis(dimethylsilyl)amines in high yields. Subsequent deprotecti on of the dimethylsilyl group was performed under mildly acidic condit ions to afford primary amines. This method was also applied to the pre paration of aminomethylated cross-linked polystyrene.