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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978344Generated: October 29, 2026

Water → tert-Butyl 4-((methylamino)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1978344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantSodium borohydrideHCID 4311764—
ReactantN-methyl-N-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)trifluoroacetamideHCID 21994204—
SolventEthanolHCID 702—
Producttert-Butyl 4-((methylamino)methyl)piperidine-1-carboxylateHCID 21934652107.6%

Reaction Steps

To a solution of 1.32 g (4.07 mM) of N-methyl-N-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)trifluoroacetamide in ethanol was added 0.23 g (6.08 mM) of sodium borohydride at room temperature and the mixture was stirred at room temperature for 2.5 hours. To this reaction mixture was further added 0.27 g (7.1 mM) of sodium borohydride and the mixture was stirred at room temperature for 20 hours. The mixture was then stirred at 60° C. for 1.5 hours. To this reaction mixture was added water to stop the reaction and methylene chloride was added for extraction. The organic layer was washed with saturated aqueous solution of sodium chloride and dried over MgSO4. The solvent was then distilled off to provide the title compound as colorless oil (1.00 g, quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06235731B1
Source datasetuspto-grants-2001_05
ORD IDord-ce01fee7eda348f1b171d25839f426bd
Source noteuspto-grants-2001_05