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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359805Generated: November 3, 2026

Aluminium lithium hydride → (2R,3S)-2-cyclopropylaminomethyl-pyrrolidin-3-ol

https://huagongshe.com/reaction/1359805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant(2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamideHCID 69998139—
CatalystSodium HydroxideHCID 14798—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(2R,3S)-2-cyclopropylaminomethyl-pyrrolidin-3-olHCID 6986984725.6%

Reaction Steps

A mixture of (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide (3.5 g, 20 mmol) and LAH (2.3 g, 3 eq.) in THF (50 mL) was heated to reflux for 2 hours. The cooled reaction was diluted with water (2.3 mL), a few drops of 10% NaOH, then water (2.3 mL). After stirring for 30 mins, the insolubles were filtered off, the filtrate was concentrated to give 0.8 g of (2R,3S)-2-cyclopropylaminomethyl-pyrrolidin-3-ol as a pale yellow oil. MS m/z 157 [M++1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599902B2
Source datasetuspto-grants-2003_07
ORD IDord-8577d067f9034795a98b04d9f7acfd29
Source noteuspto-grants-2003_07