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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045251Generated: November 1, 2026

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

https://huagongshe.com/reaction/1045251

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 numberUS08568699B2
Source datasetuspto-grants-2013_10
ORD IDord-f4db5a8195274766a9258f351a50a0d5
Source noteuspto-grants-2013_10