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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515312Generated: October 30, 2026

Tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate → Tert-butyl 4-(4-amino-3-chlorobenzyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/515312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylateHCID 67192823—
CatalystAdams' catalystHCID 345198—
SolventEthanolHCID 702—
ProductTert-butyl 4-(4-amino-3-chlorobenzyl)piperidine-1-carboxylateHCID 6719260983.5%

Reaction Steps

A slurry of platinum (IV) oxide (0.037 mmol, 8.37 mg) in ethanol was added to a solution of tert-butyl 4-(3-chloro-4-nitrobenzylidene)piperidine-1-carboxylate (0.737 mmol, 260 mg) in ethanol and the resulting suspension was hydrogenated at 3 bar for 45 minutes. The reaction mixture was filtered through celite, washing with ethanol. The filtrate was concentrated under vacuum to afford the intermediate tert-butyl 4-(4-amino-3-chlorobenzyl)piperidine-1-carboxylate (200 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108939B2
Source datasetuspto-grants-2015_08
ORD IDord-e003d904d26b49859fa2bb3ccbafc543
Source noteuspto-grants-2015_08