HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → n,n-Dimethyl-3-azabicyclo[3.1.0]hexan-1-amine dihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | racemic N,N-dimethyl-3-(phenylmethyl)-3-azabicyclo[3.1.0]hexan-1-amine | HCID 66936186 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | n,n-Dimethyl-3-azabicyclo[3.1.0]hexan-1-amine dihydrochloride | HCID 66936286 | 102.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893056B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-1f16d1ba3f6b41cb8b35fc04ab148d64 |
| Source note | uspto-grants-2011_02 |