Cis-(4-Aminocyclohexyl)methanol

Cis-(4-Aminocyclohexyl)methanol

[0526] Lithium aluminium hydride (14 ml, 1M solution in tetrahydrofuran, 14 mmol) was added dropwise to an ice-cooled solution of cis-4-aminocyclohexanecarboxylic acid (1.33 g, 9.29 mmol) in tetrahydrofuran (50 ml), and once addition was complete, the reaction was heated under reflux for 6 hours. The resulting suspension was cooled to 5° C., and water (0.6 ml), aqueous sodium hydroxide solution (1.1 ml, 2M), then water (0.6 ml) were added sequentially. The resulting suspension was filtered, and the filtrate evaporated under reduced pressure to give an oil, which was used without further purification;

 ¹H NMR (CDCl₃, 300 MHz) δ: 1.40-1.80 (m, 12H), 3.00 (m, 1H), 3.55 (d, 2H); 

LRMS: m/z 130.2 (MH⁺).