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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194352Generated: October 30, 2026

Benzylethanolamine → (R)-(-)-5-((Benzyl(2-hydroxyethyl)amino)methyl)pyrrolidin-2-one

https://huagongshe.com/reaction/2194352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylethanolamineHCID 4348—
Reactant(R)-(5-oxopyrrolidin-2-yl)methyl methanesulfonateHCID 13306709—
Product(R)-(-)-5-((Benzyl(2-hydroxyethyl)amino)methyl)pyrrolidin-2-oneHCID 6686538998.3%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of (−)-methanesulfonic acid (R)-5-oxo-pyrrolidin-2-ylmethyl ester (10.53 g, 54.5 mmol) and 2-(benzylamino)ethanol (32.58 g, 215.5 mmol) was heated at 130° C. in a microwave oven (Personal Chemistry Emrys™ Optimizer) for 45 minutes. The residue was partitioned between water and DCM, the organic phase was washed with brine, dried (Na2SO4) and evaporated under vacuum. The crude was purified by flash chromatography (DCM/MeOH 95/5 respectively) to afford the title compound as yellow oil (13.3 g, 98% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334286B2
Source datasetuspto-grants-2012_12
ORD IDord-5fa12628e48240a0bb38eb2dee07a9ae
Source noteuspto-grants-2012_12