(Diethylamino)sulfur trifluoride → HCID 89814257, compound

Participants

Reaction Steps

Add diethylaminosulfur trifluoride (17.9 g, 111 mmol) drop-wise to a −78° C. solution of 5-(dibenzylamino)-2-methylpentan-2-ol (11 g, 37 mmol) in DCM (100 mL), under N2, warm to RT and stir overnight. Pour the mixture into ice-water, neutralize with satd. NaHCO3, extract with EtOAc (3×), wash the combined organics with brine, dry over Na2SO4, concentrate and purify via silica gel chromatography to afford the title compound (4.5 g, 41%). 1H NMR (400 MHz, DMSO-d6): δ 7.30-7.13 (m, 10H), 3.48 (s, 4H), 2.35 (m, 2H), 1.51-1.48 (m, 4H), 1.22 (d, J=21.2 Hz, 6H).

Provenance & Evidence