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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104084Generated: October 30, 2026

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

https://huagongshe.com/reaction/2104084

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 numberUS07576210B2
Source datasetuspto-grants-2009_08
ORD IDord-e17347b5cbaf451698832f362909d351
Source noteuspto-grants-2009_08