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

Participants

Reaction Steps

To a solution of (9aS)-8-(phenylmethyl)octahydropyrazino[2,1-c][1,4]oxazine (assumed 38.02 g, 163.6 mmol) in MeOH (330 mL) was added 6 N aqueous HCl (55 mL, 330 mmol) and 10% Pd/C (3.80 g). The mixture was hydrogenated overnight, and then filtered through a glass fiber filter. The filter cake was washed with MeOH, and the combined solution was concentrated in vacuo and azeotroped with MeOH (4×150 mL) to provide (9aS)-octahydropyrazino[2,1-c][1,4]oxazine dihydrochloride (34.78 g, 99% yield for 2 steps) as a red oil that solidified under high vacuum. LCMS: (M+H)+: 142.9.

Provenance & Evidence