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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873862Generated: November 3, 2026

Hydrochloric Acid → 1-(2,4-Dichlorophenyl)-1-methoxypropan-2-amine

https://huagongshe.com/reaction/1873862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2,4-Dichloro-1-(1-methoxy-2-nitro-propyl)-benzeneHCID 58443685—
CatalystZincHCID 23994—
SolventIsopropanolHCID 3776—
Product1-(2,4-Dichlorophenyl)-1-methoxypropan-2-amineHCID 5940329577.7%

Reaction Steps

2,4-dichloro-1-(1-methoxy-2-nitro-propyl)-benzene (0.35 g, 1.32 mmol), was dissolved with i-PrOH (27 ml) and treated with 1N HCl (13.2 ml, 13.2 mmol). Zinc dust (1.73 g, 26.4 mmol) was then added in small portions over 15 minutes and the solution allowed to stir for two hours at ambient temperature. The suspension was quenched by addition of saturated NaHCO3 (45 ml), stirred for 15 minutes and filtered through a small plug of Celite, washing with ethylacetate (40 ml). The organic extract was dried over anhydrous MgSO4, filtered and the solvent was removed under reduced pressure. 240 mg (77.6% 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-d33e75b0bc3b4eb08f2eee1a1703869b
Source noteuspto-grants-2012_11