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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366546Generated: October 31, 2026

Hydrochloric Acid → n,n-Dimethyl-3-azabicyclo[3.1.0]hexan-1-amine dihydrochloride

https://huagongshe.com/reaction/1366546

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactantracemic N,N-dimethyl-3-(phenylmethyl)-3-azabicyclo[3.1.0]hexan-1-amineHCID 66936186—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Productn,n-Dimethyl-3-azabicyclo[3.1.0]hexan-1-amine dihydrochlorideHCID 66936286102.1%

Reaction Steps

To a solution of racemic N,N-dimethyl-3-(phenylmethyl)-3-azabicyclo[3.1.0]hexan-1-amine (0.5800 g, 2.681 mmol) in MeOH (13 mL) was added 1 N aq. HCl (5.4 mL, 5.4 mmol) and 10% Pd/C (50% water, 120 mg). The mixture was hydrogenated under balloon pressure overnight, and then filtered. The solution was concentrated in vacuo and azeotroped with MeOH (4×50 mL) to give crude, racemic N,N-dimethyl-3-azabicyclo[3.1.0]hexan-1-amine dihydrochloride (0.5453 g, >100% crude yield) as a light yellow foam. LCMS: (M+H)+: 127.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893056B2
Source datasetuspto-grants-2011_02
ORD IDord-1f16d1ba3f6b41cb8b35fc04ab148d64
Source noteuspto-grants-2011_02