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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505165Generated: November 2, 2026

4-Chlorobenzonitrile → 4-(1-pyrrolidinyl)benzonitrile

https://huagongshe.com/reaction/1505165

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzonitrileHCID 12163—
ReactantPyrrolidineHCID 31268—
Product4-(1-pyrrolidinyl)benzonitrileHCID 496127133%

Reaction Conditions

Temperature100 °C

Reaction Steps

To commercially available 4-chlorobenzonitrile 17 (5 g, 36 mmol) 12 ml of pyrrolidine were added and the reaction was heated at 100° C. for 24 hours in closed vessel. The reaction was evaporated and the residue was dissolved in AcOEt and washed with water and brine. The purification of the crude residue by chromatographic column using AcOEt 1/Petroleum ether 9 as eluant gave 1.68 g of a pale yellow solid. Yield=33% 1HNMR (DMSO, 200 MHz) δ 1.96 (4H, m), 3.28 (4H, m), 6.58 (2H, d, J=9 Hz), 7.51 (2H, d, J=9 Hz)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216975B2
Source datasetuspto-grants-2015_12
ORD IDord-ce869e67e7f94ed1a50fdba6456bb80f
Source noteuspto-grants-2015_12