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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634747Generated: October 30, 2026

Sodium Hydroxide → (1-Propylpiperidin-4-yl)methanamine

https://huagongshe.com/reaction/1634747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium SulfateHCID 24436—
ReactantHCID 18678413HCID 18678413—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(1-Propylpiperidin-4-yl)methanamineHCID 316432481.6%

Reaction Steps

A mixture of 1-propylpiperidine-4-carboxamide (1.2 g, 7.06 mmol) in 50 mL THF was treated in one portion with LAH (0.98 g, 14.2 mmol). The mixture was heated at reflux for 2 hours. On cooling the excess LAH was decomposed by the stepwise addition of H2O, 1N NaOH, H2O and Na2SO4 (v/v/v/w-1;1;3;12.5 based on 1 gram of LAH). After stirring for 10 min the solids were filtered and washed with EtOAc. The solvent was removed (rotovap) to give 0.9 g of title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06506901B2
Source datasetuspto-grants-2003_01
ORD IDord-13d8690dc7584548a6fb2594a052e01e
Source noteuspto-grants-2003_01