HCID 58504420, compound → HCID 58504672, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2S,5R)-2-(iodomethyl)-5-methyl-4-(phenylmethyl)morpholine (5.0 g, 15.10 mmol) in ethanol (120 mL) stirred under nitrogen at room temperature was added Pd/C (1.607 g, 1.510 mmol) in ethanol (120 mL). The reaction mixture was purged with hydrogen, and was stirred under hydrogen at 25° C. for 2 hours. After the completion (by LCMS), the mixture was filtered through a pad of celite, the filtrate was purified by silica gel chromatography (300-400 mesh), eluting with petroleum/EtOAc (1:1) to afford the desired title compound (2.5 g) as a white solid. LC-MS (ES) m/z=206 [M+H]+. 1H NMR (CDCl3): δ 7.96-7.93 (m, 2H), 7.49-7.46 (m, 3H), 4.69-4.61 (m, 2H), 4.41-4.37 (m, 1H), 4.03-3.97 (m, 1H), 3.73-3.70 (d, J=12.8 Hz, 1H), 3.48-3.46 (d, J=6.4 Hz, 1H), 3.27-3.24 (d, J=12.4 Hz, 2H), 2.78-2.69 (m, 1H), 1.39-1.37 (d, J=6.4 Hz, 3H), 1.24-1.23 (d, J=12.4 Hz, 3H).

Provenance & Evidence