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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504959Generated: November 2, 2026

Sodium Chloride → 4-(2-Fluoro-4-nitrophenyl)butanenitrile

https://huagongshe.com/reaction/1504959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantMethyl 4-cyano-2-(2-fluoro-4-nitrophenyl)butanoateHCID 68292723—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product4-(2-Fluoro-4-nitrophenyl)butanenitrileHCID 57672625170.8%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of compound 66 (1.2 g, 4.5 mmol), NaCl (0.8 g, 13.5 mmol) and water (1.4 mL) in DMSO (30 mL) was stirred at 160° C. for 24 h under N2. After cooling, the mixture was diluted with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, concentrated and purified with silica gel column chromatography (PE:EtOAc=5:1) to give the compound 67 (1.6 g, 43%) as a yellow oil. 1H NMR (400 MHz, CDCl3) δ7.99-8.04 (m, 1H), 7.91-7.96 (m, 1H), 7.38-7.44 (m, 1H), 2.93 (t, 2H, J=7.5 Hz), 2.41 (t, 2H, J=7.0 Hz), 1.98-2.07 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216957B2
Source datasetuspto-grants-2015_12
ORD IDord-7a3ce36ea6b747f7a728def0e7405ad0
Source noteuspto-grants-2015_12