Facile synthesis of 2-methoxyalkylnitriles and 2-ethoxyalkylnitriles and th
eir reduction to amines for potential usage as isocyanide synthesis startin
g compounds is presented. Alkoxyalkylnitriles (methoxy and ethoxy) were pre
pared by reaction of corresponding dialkyl ketals and trimethylsilyl cyanid
e. This reaction was optimized for the highest yield and its usability was
confirmed on series of dialkyl ketals. Following standard hydride reduction
of appropriate methoxy or ethoxy nitriles gave corresponding methoxy or et
hoxyamines. Identity and purity of all newly prepared compounds was confirm
ed by means of NMR spectroscopy.