It is known that sodium metal in ethanol with toluene under reflux can reduce nitriles to amines1 and can also reduce oximes and schiff bases to primary amines and secondary amines respectively2. Is it possible to reduce primary imines where $\ce{R1R2C=N-H}$ or $\ce{R1R2C=NMgBr}$(imine anion) to amines? I have of yet not yet been able to find literature confirming this.
References
- Walter, L. A.; McElvain, S. M. (1934). The Reduction of Cyanides. Journal of the American Chemical Society, 56(7), 1614–1616. doi:10.1021/ja01322a051
- The Reduction of Aliphatic Cyanides and Oximes with Sodium and n-Butyl Alcohol, C. M. Suter and Eugene W. Moffett, Journal of the American Chemical Society 1934 56 (2), 487-487 DOI: 10.1021/ja01317a502