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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470928Generated: October 31, 2026

4-Fluoroaniline → 2,5-Bis(4-chloro-3-nitrophenyl)-1-(4-fluorophenyl)pyrrolidine

https://huagongshe.com/reaction/1470928

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-FluoroanilineHCID 9731—
Reactant1,4-Bis(4-chloro-3-nitrophenyl)butane-1,4-diyl dimethanesulfonateHCID 76708794—
SolventWaterHCID 962—
Product2,5-Bis(4-chloro-3-nitrophenyl)-1-(4-fluorophenyl)pyrrolidineHCID 5822659324%

Reaction Conditions

Temperature45 °C

Reaction Steps

The product from Example 28C (2.9 g, 5.2 mmol) and 4-fluoroaniline (5.0 mL, 52.0 mmol) were combined, neat, and heated at 45° C. for 20 h then cooled and poured into water and extracted into dichloromethane. The organics were concentrated the residue was purified by chromatography on silica gel with a 120 g column, eluting with 0-5% ethyl acetate/hexanes to give 0.59 g (24%) of a thick oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006387B2
Source datasetuspto-grants-2015_04
ORD IDord-5b0d9e85208446939395942178717b6c
Source noteuspto-grants-2015_04