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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059025Generated: October 27, 2026

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

https://huagongshe.com/reaction/1059025

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 numberUS06518286B1
Source datasetuspto-grants-2003_02
ORD IDord-7cbffd55882749b487fe7257d07aa1c8
Source noteuspto-grants-2003_02