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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366562Generated: November 1, 2026

Hydrochloric Acid → (R)-Octahydropyrazino[2,1-c][1,4]oxazine dihydrochloride

https://huagongshe.com/reaction/1366562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(9aR)-8-(phenylmethyl)octahydropyrazino[2,1-c][1,4]oxazineHCID 54298313—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(R)-Octahydropyrazino[2,1-c][1,4]oxazine dihydrochlorideHCID 66936480103.1%

Reaction Steps

To a solution of (9aR)-8-(phenylmethyl)octahydropyrazino[2,1-c][1,4]oxazine (1.8055 g, 7.77 mmol) in MeOH (80 mL) was added 1 N aq. HCl (15.5 mL, 15.5 mmol) and 10% Pd/C (50% water, 360 mg). The mixture was hydrogenated under balloon pressure overnight, and was then filtered through a 0.2 μm PTFE membrane. The solution was concentrated in vacuo and the residue was azeotroped with MeOH (3×50 mL) to provide crude (9aR)-octahydropyrazino[2,1-c][1,4]oxazine dihydrochloride (1.7185 g, >100% crude yield) as an orange solid. LCMS: (M+H)+: 142.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-618743275cc849ae8d567d37ad0c1bde
Source noteuspto-grants-2011_02