Simple and versatile synthesis of 2-alkoxyalkylamines

Citation
J. Zednik et al., Simple and versatile synthesis of 2-alkoxyalkylamines, ACTA CHIM S, 47(4), 2000, pp. 469-480
Citations number
14
Categorie Soggetti
Chemistry
Journal title
ACTA CHIMICA SLOVENICA
ISSN journal
13180207 → ACNP
Volume
47
Issue
4
Year of publication
2000
Pages
469 - 480
Database
ISI
SICI code
1318-0207(2000)47:4<469:SAVSO2>2.0.ZU;2-L
Abstract
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.