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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028222Generated: November 1, 2026

Dimethylformamide → 4-Ethoxy-1-fluoro-2-nitrobenzene

https://huagongshe.com/reaction/1028222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIodoethaneHCID 6340—
ReactantSodium hydrideHCID 24758—
Reactant4-Fluoro-3-nitrophenolHCID 16751861—
SolventEthyl AcetateHCID 8857—
Product4-Ethoxy-1-fluoro-2-nitrobenzeneHCID 5677724493%

Reaction Steps

To a DMF (10 mL) solution of 4-fluoro-3-nitro-phenol (628 mg), sodium hydride (purity: 55% or higher, 209 mg) was added in small portions at room temperature. After 30 minutes, ethyl iodide (0.38 mL) was added thereto at room temperature. After 2 hours, the reaction mixture was diluted with ethyl acetate, washed with saturated sodium bicarbonate and saturated brine, then dried over sodium sulfate, and then concentrated. The residue was purified by column chromatography (hexane/ethyl acetate) to obtain the title compound (685 mg, 93%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735425B2
Source datasetuspto-grants-2014_05
ORD IDord-b9e548aa4e894a189a0d38bdd6c2b12a
Source noteuspto-grants-2014_05