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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215778Generated: October 26, 2026

Acetonitrile → (2R)-1-[3-(4-bromo-2-fluorophenoxy)propyl]-2-methylpyrrolidine

https://huagongshe.com/reaction/215778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantCesium carbonateHCID 10796—
Reactant4-Bromo-2-fluorophenolHCID 2724981—
Solvent(2R)-1-(3-chloropropyl)-2-methylpyrrolidineHCID 55301078—
Product(2R)-1-[3-(4-bromo-2-fluorophenoxy)propyl]-2-methylpyrrolidineHCID 5954173994%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of 4-bromo-2-fluorophenol (0.57 g) and cesium carbonate (1.6 g) in acetonitrile (2.5 mL), (2R)-1-(3-chloropropyl)-2-methylpyrrolidine obtained in Example 62-(1) (0.40 g) was added and the mixture was heated to 100° C., at which it was stirred for 4 hours. The reaction mixture was cooled to room temperature and filtered to remove insoluble materials, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: n-hexane:ethyl acetate=10:1 to 3:1) to give the titled compound (0.73 g, 94%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193176B2
Source datasetuspto-grants-2012_06
ORD IDord-3d59b6b8ee284f9c86c09340b23b457f
Source noteuspto-grants-2012_06