HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3,4-Dimethoxybenzoate → N-(3,4-Dimethoxybenzoyl)-2-(3-methylphenyl) ethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3,4-Dimethoxybenzoate | HCID 16522 | — |
| Reactant | 2-(3-Methylphenyl)ethan-1-amine | HCID 410085 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3,4-Dimethoxybenzoyl)-2-(3-methylphenyl) ethylamine | HCID 15068903 | 51% |
Reaction Steps
A stirred solution of 2-(3-methylphenyl) ethylamine (28.3 g, 0.21 mol) and 36.9 g of methyl 3,4-dimethoxybenzoate (36.9 g, 0.19 mol) was heated at 180° for 4 h. The crude amide was taken up in CH2Cl2 and washed with dilute HCl, dilute Na2CO3 and water. Chromatography over neutral alumina afforded 29 g (51%) of the title compound (one spot by tlc) eluted with CH2Cl2. The analytical sample showed mp 108-109° after crystallization from i-PrOH.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04956371 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-307152a5bf0646629545ac2167f2346f |
| Source note | uspto-grants-1990_09 |