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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1811643Generated: October 26, 2026

Hydrochloric Acid → (S)-3-[(R)-1-(3-methoxyphenyl)ethylamino]pyrrolidine dihydrochloride

https://huagongshe.com/reaction/1811643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(S)-(1-benzylpyrrolidin-3-yl)-[(R)-1-(3-methoxyphenyl)ethyl]amineHCID 58973545—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product(S)-3-[(R)-1-(3-methoxyphenyl)ethylamino]pyrrolidine dihydrochlorideHCID 67408353—

Reaction Steps

To a solution of 3.67 g of (S)-(1-benzylpyrrolidin-3-yl)-[(R)-1-(3-methoxyphenyl)ethyl]amine dissolved in 100 ml of methanol were added 830 mg of palladium hydroxide and 8.85 ml of a solution of 4M hydrochloric acid in dioxane, and the mixture was shaked under hydrogen atmosphere at 3 atm at room temperature for 3 days. Palladium hydroxide was removed, and the solvent was evaporated. To the residue was added methanol, and the resulting precipitates were collected by filtration, washed with methanol and dried to obtain 1.14 g of (S)-3-[(R)-1-(3-methoxyphenyl)ethylamino]pyrrolidine dihydrochloride (the following Reference example Table, Reference example 1.001).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362274B2
Source datasetuspto-grants-2013_01
ORD IDord-6e9fee769062453794fd522f467877a0
Source noteuspto-grants-2013_01