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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594688Generated: October 26, 2026

Ammonia methanol → 5-(3-fluorophenyl)-3,4-dihydro-2H-pyrrole

https://huagongshe.com/reaction/1594688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonia methanolHCID 21705897—
Reactant4-(3-Fluorophenyl)-4-oxobutanenitrileHCID 21706751—
SolventMethanolHCID 887—
Product5-(3-fluorophenyl)-3,4-dihydro-2H-pyrroleHCID 1200904979%

Reaction Steps

4-(3-Fluoro-phenyl)-4-oxo-butyronitrile (1.60 g, 9.03 mmol) dissolved in MeOH (45 ml) and 3.5 N MeOH-NH3 (45 ml) was hydrogenated on Ra-Ni at RT for 16 h. The catalyst was filtered off, the filtrate evaporated and the crude product purified by column chromatography on silica gel (ethyl acetate/toluene 1:2) to give the product (1.16 g, 79%) as a colorless oil, MS: m/e=163 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284785B1
Source datasetuspto-grants-2001_09
ORD IDord-d5f715335c7d4136ac59f9422aca5eaf
Source noteuspto-grants-2001_09