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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965792Generated: October 26, 2026

Acetic Acid → 1-[4-(Aminomethyl)piperidin-1-yl]-3,3-dimethylbutan-2-one

https://huagongshe.com/reaction/965792

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzyl [1-(3,3-dimethyl-2-oxobutyl)piperidin-4-yl]methylcarbamateHCID 86759854—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1-[4-(Aminomethyl)piperidin-1-yl]-3,3-dimethylbutan-2-oneHCID 2231326246%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951867B2
Source datasetuspto-grants-2005_10
ORD IDord-aa4e061e610541b5831e5c153efcbc5d
Source noteuspto-grants-2005_10