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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402167Generated: October 27, 2026

Water → Methyl(2-(morpholin-4-yl)ethyl)amine

https://huagongshe.com/reaction/1402167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactanttert-butyl N-[2-(morpholin-4-yl)ethyl]carbamateHCID 58930414—
SolventTetrahydrofuranHCID 8028—
ProductMethyl(2-(morpholin-4-yl)ethyl)amineHCID 14979282103.4%

Reaction Steps

To a solution of Intermediate 45a (6.0 g, 24.6 mmol) in THF (123 mL) was added lithium aluminium hydride (2.33 g, 61.5 mmol) portionwise, then the mixture was stirred at reflux for 4 h. A further portion of lithium aluminium hydride (1.28 g, 33.6 mmol) was added to the cooled solution, then the mixture was stirred at reflux for a further 8 h. Water (3.75 mL) was added dropwise, followed by 4N aqueous NaOH (11.3 mL) and water (3.75 ml). The mixture was filtered, washed with diethyl ether, dried (MgSO4) and concentrated in vacuo to give the title compound as a yellow oil (3.67 g, 99%). 1H NMR (400 MHz, CDCl3): 2.40-2.52 (9H, m), 2.67 (2H, t, J 2.7), 3.70 (4H, t, J 4.5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907094B2
Source datasetuspto-grants-2014_12
ORD IDord-b61619868d334109bbdf09e074c34fc7
Source noteuspto-grants-2014_12