Synthesis of novel restricted diamines; 2-(1-aminocycloalkan-1- yl)ethylamines

Article abstract of DOI:10.1080/00397919808005943

Novel restricted diamines, 2-(1-aminocycloalkan-1-yl)ethylamines 1,were prepared by using Michael addition of ethyl cyclohexylideneacetate 2 and cycloalkylideneacetonitriles 7 with amines. In Michael addition, ester 2 needed high reaction temperature and gave several products, whereas 7 reacted smoothly and gave 2-(1-amino-1-cyclohexyl)acetonitriles 8 in good yield (NH₃ 85%, MeNH₂ 89%, EtNH₂ 80%) and were easily convened to diamines 1.

Full text of DOI:10.1080/00397919808005943

Synthetic Communications
ISSN: 0039-7911 (Print) 1532-2432 (Online) Journal homepage: http://www.tandfonline.com/loi/lsyc20
Synthesis of Novel Restricted Diamines; 2-(1 -
Aminocycloalkan-1-YL)ethylamines
Takeshi Suzuki , Naoki Imanishi , Hirotsune Itahana , Susumu Watanuki ,
Mitsuaki Ohta & Toshiyasu Mase
To cite this article: Takeshi Suzuki , Naoki Imanishi , Hirotsune Itahana , Susumu Watanuki ,
Mitsuaki Ohta & Toshiyasu Mase (1998) Synthesis of Novel Restricted Diamines; 2-(1 -
Aminocycloalkan-1-YL)ethylamines, Synthetic Communications, 28:4, 701-712, DOI:
10.1080/00397919808005943
To link to this article: http://dx.doi.org/10.1080/00397919808005943
Published online: 02 Sep 2006.
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Date: 31 May 2016, At: 05:14