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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478932Generated: October 29, 2026

Sodium Iodide → (3R)-1-(1-benzyl-pyrrolidin-3-yl)-piperidine

https://huagongshe.com/reaction/478932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantAcetonitrileHCID 6342—
ReactantBis(2-chloroethyl) etherHCID 8115—
ReactantPotassium CarbonateHCID 11430—
Reactant(3R)-1-benzylpyrrolidin-3-amineHCID 1519354—
Product(3R)-1-(1-benzyl-pyrrolidin-3-yl)-piperidineHCID 69830750—

Reaction Steps

The mixture of (3R)-(−)-1-benzyl-pyrrolidin-3-ylamine (10 mmol, 1.76 g), bis(2-chloroethyl)ether (11 mmol, 1.29 mL), K2CO3 (40 mmol, 5.52 g) and NaI (0.4 mmol, 60 mg) in CH3CN (100 mL) was heated at reflux for 36 h under N2. It was then absorbed on silica gel (10 g) and evaporated to dryness. The solid was loaded on silica gel column and subjected to flash chromatograph (CH2Cl2/CH3OH=60/1-20/1). (3R)-1-(1-benzyl-pyrrolidin-3-yl)-piperidine 7 was obtained as white gum (1.4 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642232B2
Source datasetuspto-grants-2003_11
ORD IDord-b07c84b1ce40424fb0efdb0110ba10ec
Source noteuspto-grants-2003_11