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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167095Generated: October 27, 2026

tert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylate → tert-Butyl 2-(2-hydroxyethyl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2167095

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 2-(2-methoxy-2-oxoethyl)pyrrolidine-1-carboxylateHCID 13425758—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 2-(2-hydroxyethyl)pyrrolidine-1-carboxylateHCID 13425759—

Reaction Steps

To a stirred solution of LAH (0.94 g, 24.69 mmol) in dry THF (100 mL) was added solution of compound 36 (3.0 g 12.34 mmol) in THF (40 mL) at 0° C. and stirred at rt for 16 hours. The reaction mixture was quenched with brine solution and filtered through a Celite® bed. The organic layer was dried over anhydrous Na2SO4 and evaporated. The crude was purified by Combiflash® chromatography eluting with 2-3% of methanol-DCM to provide liquid compound 37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09044482B2
Source datasetuspto-grants-2015_06
ORD IDord-64435035e7a14d5e8ac8acbe37a2eeae
Source noteuspto-grants-2015_06