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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645480Generated: October 27, 2026

Tropic acid → 3-Hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one

https://huagongshe.com/reaction/645480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTropic acidHCID 10726—
ReactantPyrrolidineHCID 31268—
ReactantHOAtHCID 181649—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-Hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-oneHCID 68706980—

Reaction Steps

To a solution of tropic acid (0.12 mmol) and pyrrolidine (0.12 mmol) in DMF (20 mL) are added HOAt (0.18 mmol) and EDCI-HCl (0.18 mmol). The reaction mixture is stirred at room temperature for 14 h. The reaction mixture is diluted with water, then extracted with AcOEt. The organic extracts are successively washed with water, sat. aq, NaHCO3, H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue is purified by silica gel column chromatography to give 3-hydroxy-2-phenyl-1-pyrrolidin-1-yl propan-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704996B2
Source datasetuspto-grants-2010_04
ORD IDord-15157d95db1648df88d50d6902912257
Source noteuspto-grants-2010_04