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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983709Generated: October 30, 2026

Acetic Acid → HCID 42880079, compound

https://huagongshe.com/reaction/1983709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-ChlorobenzylamineHCID 66036—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
ProductHCID 42880079HCID 42880079126.3%

Reaction Steps

To a solution of 4-chlorobenzylamine (859 mg, 6.07 mmol) in 1,2-dichloroethane (20 mL) was added t-butyl-4-oxo-piperidine-1-carboxylate (1.451 g, 7.282 mmol), acetic acid (400 uL), and sodium triacetoxyborohydride (1.800 g, 8.497 mmol). The mixture was stirred at rt under nitrogen for 2 h, diluted with ethyl acetate, washed thrice with saturated sodium bicarbonate solution and dried over magnesium sulfate. The extracts were filtered and concentrated to afford 4-(4-chloro-benzylamino)-piperidine-1-carboxylic acid tert-butyl ester (2.49 g, >100%) as a yellow oil, which was of sufficient purity by H-NMR to use without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541365B2
Source datasetuspto-grants-2009_06
ORD IDord-b3b03507665e45b8a23562e910e32cb1
Source noteuspto-grants-2009_06