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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743817Generated: November 1, 2026

Water → N,N-dibenzyl-N-(piperidin-4-ylmethyl)amine

https://huagongshe.com/reaction/1743817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantN,N-dibenzylpiperidine-4-carboxamideHCID 22236499—
SolventTetrahydrofuranHCID 8028—
ProductN,N-dibenzyl-N-(piperidin-4-ylmethyl)amineHCID 2223649497%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a suspension of lithium aluminum hydride (min. 80%, 1.50 g, 40.0 mmol) in tetrahydrofuran (50 ml) was added dropwise a solution of N,N-dibenzylpiperidine-4-carboxamide (EXAMPLE 4, Step 2, 3.08 g, 10.0 mmol) in tetrahydrofuran (50 ml) at 0° C. over 15 min. The mixture was stirred at 0° C. for 30 min and at 40° C. for 4 h. After cooling to 0° C., water (3.3 ml), 15% NaOH aqueous solution (3.3 ml), and then water (10 ml) were carefully added dropwise. The resulting mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo to give 2.85 g (97%) of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012080B2
Source datasetuspto-grants-2006_03
ORD IDord-da2a5baa6f664b0eab9169bd6d0beb33
Source noteuspto-grants-2006_03