(Diethylamino)sulfur trifluoride → HCID 57441094, compound

Participants

Reaction Conditions

Reaction Steps

4-N-Boc-aminomethyl cyclohexanone (4.95 g, 21.8 mmol) was dissolved in 80 mL of THF. DAST (4.3 mL, 32.7 mmol) was added dropwise and the solution was stirred at 50° C. for 5 h. The solvent was concentrated and the product purified by silica gel flash chromatography using 3:1/hexanes:EtOAc as eluent. Yield: 1.62 g (30%). 1H NMR (400 MHz, CHLOROFORM-D) δ 1.36-1.42 (m, 1 H), 1.44 (s, 9 H), 1.70-1.80 (m, 2 H), 1.82-1.90 (m, 1 H), 2.09-2.17 (m, 1 H), 2.17-2.29 (m, 2 H), 3.04-3.11 (m, 2 H), 4.61 (s, 1 H), 5.11-5.15 (m, 0.5 H), 5.16-5.19 (m, 0.5 H).

Provenance & Evidence