Hydroxyethyl ethylene imine

SYNS 2-(l-AZIRIDINYL)ETHANOL P-HYDROXY-1-ETHYLAZIRIDINE N-(P-HYDROXYETHYL)-AZIRIDINE 2-HYDROXY-l-ETHYLAZIRIDINE N-(2-HYDROXYETHYL)AZIRIDINE N-HYDROXYETH-YL ETHYLENE IMINE N-(2-HYDROXYETH-YL)ETHYLENIMINE l-(2-HYDROXYETHYL)-ETHYLENIMINE... 

Octahydroazocine (1) behaves as a typical secondary amine and forms an azeotrope with water, b.p. 96 °C (52M386). It can be transformed into 1-nitroso and 1-amino derivatives in the usual way (74JMC948). The imine (1) can also be cyanoethylated, and adds ethylene oxide (59MI51900) to give the N- hydroxyethyl derivative. Attempts to convert (1) to an enamine by oxidation with silver acetate gave only a low yield of pyridine (52M386). 

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