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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503249Generated: October 29, 2026

N-(5-(hydroxymethyl)bicyclo[3.2.1]octan-1-yl)acetamide → (5-Aminobicyclo[3.2.1]octan-1-yl)methanol

https://huagongshe.com/reaction/1503249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(5-(hydroxymethyl)bicyclo[3.2.1]octan-1-yl)acetamideHCID 117702687—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product(5-Aminobicyclo[3.2.1]octan-1-yl)methanolHCID 8407220195%

Reaction Steps

To a solution of N-(5-(hydroxymethyl)bicyclo[3.2.1]octan-1-yl)acetamide (3.70 g, 12.8 mmol) in ethanol (30 mL) was added Pd/C (371 mg) and the reaction mixture was hydrogenated at room temperature (1 atm) overnight. The catalyst was then removed by filtration and the filtrate was concentrated under reduced pressure to afford 1.88 g (95%) of the title compound, (5-aminobicyclo[3.2.1]octan-1-yl)methanol as a brown oil. ESI-MS m/z: 156 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212165B2
Source datasetuspto-grants-2015_12
ORD IDord-09b0f9d18b7447c7be9fc02d44bd4ecb
Source noteuspto-grants-2015_12