HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → N-Benzyl-2-(3,4-dimethoxyphenyl)-N-methylethan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Homoveratrylamine | HCID 8421 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | N-Benzyl-2-(3,4-dimethoxyphenyl)-N-methylethan-1-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04960939 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-4978a55266074066bc871364a218b1ef |
| Source note | uspto-grants-1990_10 |