Hydrochloric Acid → (S)-Octahydropyrazino[2,1-C][1,4]oxazine dihydrochloride

Participants

Reaction Steps

To (9aS)-8-(phenylmethyl)octahydropyrazino[2,1-c][1,4]oxazine (1.80 g, 7.70 mmol) in MeOH (30 mL) was added 6N HCl (3.00 mL, 18.0 mmol) followed by Pd on carbon (0.186 g, 10% w/w with starting oxazine). The mixture was placed under H2 (1 atm) overnight. The mixture was filtered through Celite® and washed thoroughly with MeOH to provide the title compound of step G (0.851 g, 4.00 mmol, 52%). 1H NMR (400 MHz, CD3OD) δ ppm 3.26-3.35 (m, 1H), 3.38-3.47 (m, 2H), 3.52-3.57 (m, 1H), 3.65-3.69 (m, 1H), 3.71-3.82 (m, 4H), 3.92-4.00 (m, 1H), 4.02-4.13 (m, 3H).

Provenance & Evidence