Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332976Generated: October 30, 2026

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

https://huagongshe.com/reaction/332976

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 numberUS08877922B2
Source datasetuspto-grants-2014_11
ORD IDord-956c315dce5845a2b537f15c2b7b5dda
Source noteuspto-grants-2014_11