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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748614Generated: October 30, 2026

Diethyl Ether → 3-(2-Cyclopentyl-2-phenyl-2-hydroxyacetoxy)-1-(ethoxycarbonylmethyl)-1-methylpyrrolidinium bromide

https://huagongshe.com/reaction/748614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantEthyl bromoacetateHCID 7748—
ReactantN-Methyl-3-pyrrolidinyl CyclopentylmandelateHCID 25727—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetonitrileHCID 6342—
Product3-(2-Cyclopentyl-2-phenyl-2-hydroxyacetoxy)-1-(ethoxycarbonylmethyl)-1-methylpyrrolidinium bromideHCID 16722848—

Reaction Steps

To compound 4 (0.369 g, 1.22 mmol) in 10 ml of dry acetonitrile, ethyl bromoacetate (0.377 g, 2.25 mmol) was added at room temperature. The mixture was stirred for 2 h. Evaporation of acetonitrile gave a crude product. The crude product was dissolved in a small volume of ethylene chloride and then poured into 50 ml of dry ethyl ether to precipitate. This procedure was repeated three times to obtain Compound (b) as pure product (0.45 g, 79%). White powder, m.p.: 192-194° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399861B2
Source datasetuspto-grants-2008_07
ORD IDord-15e110c1325a4d29b6cec589fefd5b51
Source noteuspto-grants-2008_07