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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56174Generated: October 29, 2026

Dichloromethane → 2-fluoro-4-nitro-N,N-bis(2-propoxyethyl)aniline

https://huagongshe.com/reaction/56174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactant1,2-Difluoro-4-nitrobenzeneHCID 123053—
ReactantBis(2-propoxyethyl)amineHCID 20405789—
SolventDimethylformamideHCID 6228—
Product2-fluoro-4-nitro-N,N-bis(2-propoxyethyl)anilineHCID 11796605473%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 1,2-difluoro-4-nitrobenzene (2.94 g, 18.45 mmol) in DMF (30 mL) were added Et3N (3.11 g, 30.75 mmol) and bis(2-propoxyethyl)amine (1.16 g, 6.15 mmol) with stirring. The reaction mixture was heated at 90° C. overnight, then cooled to rt and poured into CH2Cl2 (100 mL). The organic phase was washed with water (100 mL×3), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=10:1) to give the title compound as yellow oil (1.47 g, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-db51c45263e2407587b96fb45ea2c8f1
Source noteuspto-grants-2016_09