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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748308Generated: October 31, 2026

Ammonia methanol → 1-Piperidinecarboxylic acid, 4-(aminomethyl)-4-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/1748308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonia methanolHCID 21705897—
Reactanttert-Butyl 4-[(benzyloxy)methyl]-4-cyanopiperidine-1-carboxylateHCID 53485182—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product1-Piperidinecarboxylic acid, 4-(aminomethyl)-4-[(phenylmethoxy)methyl]-, 1,1-dimethylethyl esterHCID 6723645179%

Reaction Steps

To a slurry of Raney nickel (1 g, 10% w/w) in methanol are added tert-butyl 4-[(benzyloxy)methyl]-4-cyanopiperidine-1-carboxylate (10 g, 30.3 mmol) and methanol/NH3 (1 mL). The reaction mixture is stirred at room temperature under 60 psi of H2 for 16 h. Then the reaction mixture is filtered through a pad of Celite and the filtrate is concentrated to afford the title compound (8 g, 79%) as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-85d246bceeda43b5ba7db3ab09b45401
Source noteuspto-grants-2015_10