HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 1-(3-Methoxy-4-nitrophenyl)-N,N-dimethylmethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methoxy-4-nitrobenzyl bromide | HCID 12621604 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(3-Methoxy-4-nitrophenyl)-N,N-dimethylmethanamine | HCID 22046465 | 94% |
Reaction Steps
To a stirred solution of 4-(bromomethyl)-2-methoxy-1-nitrobenzene (Preparation 104, 0.2 g, 0.813 mmol) in dry THF (5 ml), was added triethylamine (0.1 g, 1 mmol) followed by a solution of dimethylamine in THF (0.5 ml of a 2M solution, 1 mmol). After stirring for 1 hour at room temperature, the solvent was removed in vacuum and the crude product was purified by silica gel column chromatography eluting with 10% methanol in ethyl acetate to afford the title compound as a white powder (0.16 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371319B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-95f977f51e534eabbf4a657d090ac1ed |
| Source note | uspto-grants-2016_06 |