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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383864Generated: October 30, 2026

Water → ((S)-1-((S)-1-phenylethyl)pyrrolidin-3-yl)methanol

https://huagongshe.com/reaction/383864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 13772856HCID 13772856—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product((S)-1-((S)-1-phenylethyl)pyrrolidin-3-yl)methanolHCID 11084986—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of LAH (20 g, 0.526 mol) in dried THF (400 mL) was added dropwise a solution of (S)-methyl 5-oxo-1-((S)-1-phenylethyl)pyrrolidine-3-carboxylate (50 g, 0.202 mol) in dried THF (50 mL) at 0° C. The mixture was heated to reflux overnight. The reaction mixture was cooled to 0° C. and treated with water (20 mL) and aqueous NaOH (10%, 20 mL). The slurry formed was filtered off and washed with THF. The combined filtrate was evaporated to give compound ((S)-1-((S)-1-phenylethyl)pyrrolidin-3-yl)methanol, which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367691B2
Source datasetuspto-grants-2013_02
ORD IDord-74bd000b979c4aee949ea5905655251d
Source noteuspto-grants-2013_02