Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
The hydrogenation of ε-caprolactam to Hexamethylenimine with Raney-Cobalt
Tsutomu KAMIYAMAMasami INOUESaburo ENOMOTO
Author information
JOURNAL FREE ACCESS

1978 Volume 36 Issue 1 Pages 65-69

Details
Abstract
The catalytic hydrogenation of e-caprolactem to hexamethylenimine was carried out in a heterogeneous liquid phase reaction. Among the hydrogenation catalysts, Raney-Co showed an excellent activity and selectivity. The maximum yield of 88% was obtained with this catalyst at 190°C for 10 hrs in the medium of isoropylalcohol. At a higher temperature both the yield and the selectivity were decreased. In these cases, N-isopropyl hexamethylenimine and cyclohexanone were obtained as the by-products. The activity of Raney-Co was compared with those of Raney-Ni, Cu and Fe. With the Ni catalyst, the produced imine decomposed to yield piperidine and other undesirable by-products, while the Cu and Fe catalysts were almost inactive to the hydrogenation.
Also, δ-valerolactam and γ-butyrolactam were hydrogenated with Raney-Co catalyst in good yield.
Content from these authors
© The Society of Syhthetic Organic Chemistry, Japan
Previous article Next article
feedback
Top