N-(tert-Butyl)benzylamine

N-(tert-Butyl)benzylamine can be prepared by refluxing condensation of tert-butylamine and benzyl chloride in dimethylformamide.

CLEAR COLOURLESS TO PALE YELLOW LIQUID

N-Benzyl-tert-butylamine, is used as a protected amine. It aids in the oxidation to the corresponding hydroxylamine and nitrone.

Tetrahedron Letters, 36, p. 9555, 1995 DOI: 10.1016/0040-4039(95)02046-2

Dissolve the amine in Et2O, dry it over KOH pellets, filter and fractionate it in a N2 atmosphere to avoid reaction with CO2 from the air. The hydrochloride has m 245-246o(dec) (from MeOH/Me2CO) and the perchlorate has m 200-201o. [Freidfelder et al. J Am Chem Soc 80 4320 1958, Beilstein 12 IV 2166.]