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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | N-methyl-N-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)trifluoroacetamide | HCID 21994204 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-Butyl 4-((methylamino)methyl)piperidine-1-carboxylate | HCID 21934652 | 107.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235731B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-ce01fee7eda348f1b171d25839f426bd |
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| Source note | uspto-grants-2001_05 |
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