5913-13-3

optical purity >99% ee

(R)-(-)-1-Cyclohexylethylamine is used in the preparation of benzylidene(1-cyclohexylethyl)amine by reacting with benzaldehyde. It is also used to prepare chiral polymethacrylamides, which are employed as stationary phases for the liquid-chromatographic resolution of racemic amides. In addition to this, it is used in the preparation of polyamides bound to silica gel for high performance liquid chromatography, which are pressure-stable.

Purify it by conversion to the bitartrate salt (m 172o), then decomposing with strong alkali and extracting into Et2O, drying (KOH), filtering, evaporating and distilling. The hydrochloride salt has m 242o (from EtOH/Et2O), [] D -5.0o (c 10 H2O, from (+) amine). The oxalate salt has m 132o (from H2O). The (±)-base has b 176-178o/760mm, and HCl has m 237-238o. [Reihlen et al. Justus Liebigs Ann Chem 532 247 1938, Leithe Chem Ber 65 660 1932, Beilstein 12 III 95.]