HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-[2-(3,4-dimethoxyphenyl)ethyl]-3-[4-(trifluoromethyl)phenyl]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Homoveratrylamine | HCID 8421 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | Methyl 4-(trifluoromethyl)benzenepropanoate | HCID 11977307 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-[2-(3,4-dimethoxyphenyl)ethyl]-3-[4-(trifluoromethyl)phenyl]propanamide | HCID 27282117 | — |
Reaction Steps
3-(4-trifluoromethyl-phenyl)-propionic acid methyl ester is dissolved in toluene, 1.05 equivalents 2-(3,4-dimethoxy-phenyl)-ethylamine (commercially available) and 1.1 equivalents sodium methoxide (30% in methanol) are added. At normal pressure the reaction mixture is heated to a maximum of 110° C. and methanol distilled until full conversion is reached. The reaction mixture is washed with water and sulfuric acid. During cooling of the organic phase, the compound 3 crystallises and is filtered, washed with cold toluene and dried in vacuo at 50° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247560B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-851e5e031a4d454f99390ac6f486f396 |
| Source note | uspto-grants-2012_08 |