HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1-[4-(Aminomethyl)piperidin-1-yl]-3,3-dimethylbutan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzyl [1-(3,3-dimethyl-2-oxobutyl)piperidin-4-yl]methylcarbamate | HCID 86759854 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-[4-(Aminomethyl)piperidin-1-yl]-3,3-dimethylbutan-2-one | HCID 22313262 | 46% |
Reaction Steps
A mixture of benzyl [1-(3,3-dimethyl-2-oxobutyl)piperidin-4-yl]methylcarbamate (Step 1, 9.6 g, 27.7 mmol), 5% palladium on carbon (1.2 g) and acetic acid (4 mL) in ethanol (70 mL) was stirred at room temperature for 23 h under hydrogen atmosphere. Palladium on carbon was removed by filtration through a pad of Celite and the filtrate was concentrated. The residue was dissolved in ethyl acetate, washed with aqueous ammonia and extracted with ethyl acetate (5×50 mL). After dried over magnesium sulfate, removal of solvent gave the title compound (2.7 g, 46%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06951867B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-aa4e061e610541b5831e5c153efcbc5d |
| Source note | uspto-grants-2005_10 |