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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 609620Generated: October 31, 2026

Water → Quinolizidin-2-ylmethylamine

https://huagongshe.com/reaction/609620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant2-CyanoquinolizidineHCID 12577375—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
ProductQuinolizidin-2-ylmethylamineHCID 82413010—

Reaction Steps

A stirred suspension of lithium aluminium hydride (400 mg, 0.010 mole) in THF (20 ml) at room temperature under nitrogen was treated with a solution of eq-2-cyanoquinolizidine (E. Koshinaka et al, Yakugaku Zasshi 1980, 100, 88) in THF (3 ml) and the mixture then heated under reflux for 20 minutes. The mixture was allowed to cool then treated cautiously with water (0.4 ml), 10% NaOH solution (0.4 ml) and water (1.2 ml). The resulting mixture was filtered and the filtrate concentrated in vacuo. The residue was distilled in a Kugelrohr apparatus to afford the title compound (D13); as a colourless oil (700 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998409
Source datasetuspto-grants-1999_12
ORD IDord-9bb4aaffe7ff4be9a9340781449ff40b
Source noteuspto-grants-1999_12