HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 86679444, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 3,4-Dimethoxyaniline | HCID 22770 | — |
| Reactant | 3-(Benzyloxy)-3-oxopropanoic acid | HCID 181659 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86679444 | HCID 86679444 | 49.4% |
Reaction Steps
3,4-dimethoxyaniline (500 mg, 3.26 mmol), 3-(benzyloxy)-3-oxopropanoic acid (1268 mg, 6.53 mmol), DMAP (798 mg, 6.53 mmol), and EDC (1877 mg, 9.79 mmol) were dissolved in DMF (7 ml). The reaction was stirred at RT for 4 hours to achieve completion. The reaction mixture was diluted with water, and the precipitate was washed with water, dissolved in EtOAc and extracted with HCl 1N, Na2CO3 sat. sol. and brine. The organic phase was dried over Na2SO4 and concentrated under vacuum to give benzyl 3-(3,4-dimethoxyphenylamino)-3-oxopropanoate (530 mg, 49.3% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09265768B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-8d9cb1c9a79d438e8e6d5ed04585c0c7 |
| Source note | uspto-grants-2016_02 |