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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1722922Generated: October 31, 2026

Methane → 4-Chloro-2-fluoro-5-(2,2-difluorocyclopropylmethoxy)aniline

https://huagongshe.com/reaction/1722922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
Reactant4-Chloro-2-fluoro-5-(2,2-difluorocyclopropylmethoxy)nitrobenzeneHCID 14129431—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-Chloro-2-fluoro-5-(2,2-difluorocyclopropylmethoxy)anilineHCID 14129432—

Reaction Steps

36.9 g 4-Chloro-2-fluoro-5-(2,2-difluorocyclopropylmethoxy)nitrobenzene in 600 ml ethanol was hydrogenated by the addition of 5 g of 10% palladium metal on activated charcoal at room temperature and normal pressure. After the uptake of hydrogen is complete the catalyst is filtered off, the solvent evaporated to give 29.3 g(=89% of theory) of an oil, whose nmr spectrum is as follows: δ=1.1-2.2 ppm (m) 3H, δ=4.0 ppm (d 10 Hz wide) 2H, δ=5 ppm (s wide) 2H, δ=6.5 ppm (d 7 Hz) 1H, δ=7.0 ppm (d 10 Hz) 1H.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04859230
Source datasetuspto-grants-1989_08
ORD IDord-d4b1d39ca17d4736af2c4dc68246cee3
Source noteuspto-grants-1989_08