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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301185Generated: October 31, 2026

Triethylamine → tert-Butyl 4-(ethylamino)piperidine-1-carboxylate

https://huagongshe.com/reaction/2301185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium cyanoborohydrideHCID 5003444—
CatalystTitanium isopropoxideHCID 11026—
SolventEthanolHCID 702—
Producttert-Butyl 4-(ethylamino)piperidine-1-carboxylateHCID 18374730—

Reaction Steps

To 5.0 g of N-Boc-4-piperidone were added 12.6 ml of titanium isopropoxide and 9.34 ml of triethylamine. This mixture was stirred for 1 hour, then 25 ml of EtOH (abs) and 1.056 g of sodium cyanoborohydride were added. The reaction was stirred for 48 hours at room temperature. EtOH and HsO were added and the reaction mixture was filtered through Celite. The solvent was then evaporated under reduced pressure. The residue was purified by flash chromatography with 10% EtOAc in hexane to give 3.548 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498161B1
Source datasetuspto-grants-2002_12
ORD IDord-3510ee36a955467bad16fbe5ef893263
Source noteuspto-grants-2002_12