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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489608Generated: October 30, 2026

1,1-Dimethylethyl 4-(3-cyanophenyl)-4-hydroxy-1-piperidinecarboxylate → HCID 22266143, compound

https://huagongshe.com/reaction/489608

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl 4-(3-cyanophenyl)-4-hydroxy-1-piperidinecarboxylateHCID 22266166—
CatalystRhodiumHCID 23948—
SolventAmmonia methanolHCID 21705897—
ProductHCID 22266143HCID 22266143—

Reaction Steps

A solution of 4-(3-Cyano-phenyl)-4-hydroxy-piperidine-1-carboxylic acid-tert-butyl ester (0.30 g, 0.99 mmol) in 7N ammonia/methanol (25 mL) and 5%Rhodium on alumina (0.15 g) was hydrogenated overnight on a Parr apparatus (45 psi). The reaction was filtered through celite, evaporated, and azeotroped with MeOH:toluene 1:1 (2×30 mL) to give 4-(3-Aminomethyl-phenyl)-4-hydroxy-piperidine-1-carboxylic acid-tert-butyl ester as a foam. This compound was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06977263B2
Source datasetuspto-grants-2005_12
ORD IDord-15e0be7b823045e4afc3ee73fcc58c36
Source noteuspto-grants-2005_12