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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1893502Generated: October 26, 2026

Ethanol → tert-Butyl 4-aminopiperidine-1-carboxylate--hydrogen chloride (1/1)

https://huagongshe.com/reaction/1893502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactanttert-Butyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-1-carboxylateHCID 12063837—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
SolventDiethyl EtherHCID 3283—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-aminopiperidine-1-carboxylate--hydrogen chloride (1/1)HCID 2756033100%

Reaction Steps

The compound (837 mg, 2.53 mmol) obtained in step B was added to ethanol (20 ml), hydrazine monohydrate (0.31 ml, 6.4 mmol) was added, and the mixture was heated under reflux for 1 hr. The reaction mixture was cooled, and diethyl ether was added to allow precipitation of a solid. The precipitated solid was filtered, and the obtained solution was concentrated under reduced pressure to give a colorless oil. The oil was dissolved in diethyl ether, 4N hydrochloric acid-dioxane solution (1 ml) was added at room temperature and the mixture was diluted with ethyl acetate to allow precipitation of a solid. This was filtered, washed with ethyl acetate, and dried under reduced pressure to give the title compound (598 mg, yield 100%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513235B2
Source datasetuspto-grants-2013_08
ORD IDord-e595298cf72c46c884baaf0545286d16
Source noteuspto-grants-2013_08