Cyclohexylamine → HCID 71580561, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube was charged with ((6-bromohexyl)oxy)(tert-butyl)dimethylsilane (2.35 mL, 8.45 mmol), cyclohexanamine (1.95 mL, 16.9 mmol), potassium carbonate (2.34 g, 16.9 mmol), and acetonirile (6 mL). The mixture was stirred at 80° C. for 2.5 days and filtered through a pad of celite. The solution was concentrated and purified on silica gel with a eluent of Methanol (2N NH3):methylene chloride from 0:1 to 5:95 to give a clear oil (2.4 g, 90%). 1H NMR (300 MHz, CDCl3): δ 3.55 (t, J=6.4 Hz, 2H), 2.56 (t, J=7.0 Hz, 2H), 2.42-2.28 (m, 1H), 1.89-1.78 (m, 2H), 1.74-1.62 (m, 2H), 1.62-1.52 (m, 2H), 1.52-1.36 (m, 4H), 1.36-1.22 (m, 5H), 1.22-0.92 (m, 5H), 0.85 (s, 9H), 0.05 (s, 6H).

Provenance & Evidence