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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619504Generated: October 27, 2026

Diethyl Ether → HCID 86665816, compound

https://huagongshe.com/reaction/1619504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Bromo-1-(thiophen-3-yl)ethan-1-oneHCID 2776379—
Reactant(R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetateHCID 67425060—
SolventEthyl AcetateHCID 8857—
ProductHCID 86665816HCID 8666581651.7%

Reaction Steps

2-Bromo-1-(thiophen-3-yl)ethanone (39.8 mg, 0.19 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate (C1) (70.0 mg, 0.19 mmol) in ethyl acetate (2 ml). The reaction was stirred at RT overnight. Et2O (1 ml) was added, and the solid was collected by suction filtration. The compound was further purified by flash chromatography (DCM/MeOH=95/5) to obtain (3R)-3-(2-(tert-butoxycarbonylamino)-2-phenylacetoxy)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide (55.6 mg; 51% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772314B2
Source datasetuspto-grants-2014_07
ORD IDord-1c631c3c44aa450bb2a962441bd8b83d
Source noteuspto-grants-2014_07