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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496890Generated: October 26, 2026

Hydrochloric Acid → N-{2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethyl}-N-(3-methoxybenzyl)amine dihydrochloride

https://huagongshe.com/reaction/496890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-MethoxybenzaldehydeHCID 11569—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethylamine trifluoroacetateHCID 22322453—
Solvent1,2-DichloroethaneHCID 11—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductN-{2-[4-(3,4-Dichlorophenoxy)-1-piperidinyl]ethyl}-N-(3-methoxybenzyl)amine dihydrochlorideHCID 22322447—

Reaction Steps

A suspension of the product of Example 1 step (iv) (0.11 g) in a mixture of DMF (1.5 ml) and 1,2-dichloroethane (3 ml) was stirred under an atmosphere of nitrogen. Sodium triacetoxyborohydride (0.097 g), 3-methoxybenzaldehyde (0.041 g) and triethylamine (0.046 g) were added and the mixture stirred for 18 hours at room temperature. Chloroform and aqueous NaHCO3 solution were added, the organic phase separated, dried and concentrated to a gum. Purification by chromatography (chloroform:triethylamine:methanol, 89:10:1) gave an oil which was treated with 1.0M ethereal hydrogen chloride solution to give the titled product as a solid (0.067 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06946478B2
Source datasetuspto-grants-2005_09
ORD IDord-bc3d67a909334a4f8b08ac049b2fe29c
Source noteuspto-grants-2005_09