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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087997Generated: October 30, 2026

Benzaldehyde → N-Benzyl-2-(3,4-dimethoxyphenyl)-N-methylethan-1-amine

https://huagongshe.com/reaction/1087997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantEthanolHCID 702—
ReactantFormaldehydeHCID 712—
ReactantHomoveratrylamineHCID 8421—
CatalystPalladiumHCID 23938—
SolventDichloromethane ethanolHCID 21584144—
ProductN-Benzyl-2-(3,4-dimethoxyphenyl)-N-methylethan-1-amineHCID 13424654—

Reaction Steps

In the first step 3,4-dimethoxyphenethylamine, benzaldehyde and formaldehyde are hydrogenated in the presence of a catalyst, e.g. palladium on carbon, either at normal or slightly elevated pressure, preferably a pressure of 2-3 atm (0.2-0.3 MPa), and the temperature is room temperature or slightly elevated temperature, preferably 20°-30° C. As solvent is used an organic solvent, e.g. ethanol or an ethanol-methylenechloride (1:1)-mixture. The desired product, N-benzyl-N-methyl-3,4-dimethoxyphenethylamine (II) is obtained in a very pure state, when it is precipitated as an acid addition salt, e.g. hydrobromide. As free base the product is oily and difficult to handle.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04960939
Source datasetuspto-grants-1990_10
ORD IDord-4978a55266074066bc871364a218b1ef
Source noteuspto-grants-1990_10