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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873863Generated: November 1, 2026

2,4-Dichloro-1-(1-methoxy-2-nitro-propyl)-benzene → 1-(2,4-Dichlorophenyl)-1-methoxypropan-2-amine

https://huagongshe.com/reaction/1873863

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-1-(1-methoxy-2-nitro-propyl)-benzeneHCID 58443685—
Catalystethanol Raney-nickelHCID 86745698—
SolventTetrahydrofuranHCID 8028—
Product1-(2,4-Dichlorophenyl)-1-methoxypropan-2-amineHCID 59403295100%

Reaction Steps

2,4-dichloro-1-(1-methoxy-2-nitro-propyl)-benzene (132.2 g, 0.500 mol), was dissolved in THF (3.6 l). The solution was deaerated, RaNi-EtOH (133 g) catalyst was added, and the mixture was hydrogenated at 50 bar at ambient temperature for 23 hours. The catalyst was removed by filtration and the solvent was removed under reduced pressure. 117.1 g (100% of theory) of 2-(2,4-dichlorophenyl)-2-methoxy-1-methyl-ethylamine (compound Z1.14) was obtained in the form of a colourless oil as a mixture of diastereomeres.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304444B2
Source datasetuspto-grants-2012_11
ORD IDord-b17ba39f1a224e61907c0bb15c8992e0
Source noteuspto-grants-2012_11