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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184130Generated: November 1, 2026

Diisopropylethylamine → 3-fluoro-N-(4-methoxybutyl)-2-nitroaniline

https://huagongshe.com/reaction/1184130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Difluoro-2-nitrobenzeneHCID 87922—
Reactant4-Methoxybutan-1-amine hydrochlorideHCID 45792349—
SolventAcetonitrileHCID 6342—
Product3-fluoro-N-(4-methoxybutyl)-2-nitroanilineHCID 5835541366.6%

Reaction Steps

To a solution of 1,3-difluoro-2-nitrobenzene (3.00 g) and diisopropylethylamine (7 μl) in acetonitrile (30 ml) was added a solution of 4-methoxybutan-1-amine hydrochloride (2.51 g) in acetonitrile (10 ml), and the mixture was stirred at room temperature for 90 hr. The reaction mixture was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate-hexane (2:98-25:75) was concentrated under reduced pressure to give the object product (2.90 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664380B2
Source datasetuspto-grants-2014_03
ORD IDord-7d50255b757f41c480f65c04128b212a
Source noteuspto-grants-2014_03