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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458884Generated: October 30, 2026

Diethyl Ether → (3R)-3-(2-Hydroxy-2,2-dithien-2-ylacetoxy)-1-methyl-1-(3-thien-2-ylpropyl)pyrrolidinium bromide

https://huagongshe.com/reaction/458884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethyl BromideHCID 6323—
ReactantHCID 10048521HCID 10048521—
SolventChloroformHCID 6212—
SolventAcetonitrileHCID 6342—
Product(3R)-3-(2-Hydroxy-2,2-dithien-2-ylacetoxy)-1-methyl-1-(3-thien-2-ylpropyl)pyrrolidinium bromideHCID 69479721—

Reaction Steps

0.3 g (0.00069 mol) of 2-Hydroxy-2,2-dithien-2-ylacetic acid (3R)-1-(3-thien-2-ylpropyl)pyrrolidin-3-yl ester (Intermediate 1-3) were dissolved in 4 ml of acetonitrile and 6 ml of CHCl3. To this solution 3.45 ml (0.00345 mol) of a 1 M solution of methyl bromide in acetonitrile were added. After stirring the mixture at room temperature under N2 atmosphere during 24 h, the solvents were evaporated. Ether was added to the residue and the mixture stirred to obtain a solid. This solid was treated with ether several times, filtered and washed with ether. The yield was 0.34 g (93.2%) of the title compound as a mixture of two stereoisomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07192978B2
Source datasetuspto-grants-2007_03
ORD IDord-14e2fe93548a4fa9af636063bc496cac
Source noteuspto-grants-2007_03