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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280151Generated: November 2, 2026

Cyclohexene → 2-((3-amino-2-cyanophenoxy)methyl)-N-ethylpiperidine-1-carboxamide

https://huagongshe.com/reaction/2280151

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
Reactant2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamideHCID 86714297—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-((3-amino-2-cyanophenoxy)methyl)-N-ethylpiperidine-1-carboxamideHCID 8671429692.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-((2-cyano-3-nitrophenoxy)methyl)-N-ethylpiperidine-1-carboxamide (Example 26c, 0.458 g, 1.46 mmol) in EtOH (20 mL) was added cyclohexene (0.74 mL, 7.3 mmol) and catalytic amount of 10% Pd/C (0.146 mg). Reaction mixture was heated at 100° C. for 40 minutes, then filtered through Cellite, washed with EtOH (100 mL) and evaporated to give 2-((3-amino-2-cyanophenoxy)methyl)-N-ethylpiperidine-1-carboxamide (0.407 g. 92%) which was used in to next step without further purification. MS 303 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09138013B2
Source datasetuspto-grants-2015_09
ORD IDord-073cd5e2f91d4813a6c2cd51694f6c38
Source noteuspto-grants-2015_09