HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[2-(3,4-Dimethoxy-phenoxy)-ethyl]-2-(3,4-dimethoxy-phenyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (3,4-Dimethoxyphenyl)acetyl chloride | HCID 3604458 | — |
| Reactant | 2-(3,4-Dimethoxyphenoxy)ethan-1-amine | HCID 12298891 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[2-(3,4-Dimethoxy-phenoxy)-ethyl]-2-(3,4-dimethoxy-phenyl)-acetamide | HCID 18442595 | 82.4% |
Reaction Steps
To a cold (0° C.) solution of 2-(3,4-dimethoxy-phenoxy)-ethylamine (2.3 g, 11.8 mmol) in anhydrous THF (21 ml), were added TEA (1.4 ml, 19.2 mmol) and portionwise 3,4-dimethoxyphenylacetylchloride (2.49 g, 11.6 mmol). The resulting mixture was stirred at RT for 20 h under nitrogen. The mixture was combined with H2O and extracted three times with CH2Cl2. The combined organic phases were dried over anhydrous MgSO4, filtered and concentrated to give a crude solid. Recrystallisation from diethylether gave the title product (3.59 g, 80%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07192950B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-3bcede50abc0456a8736d17fce9d4915 |
| Source note | uspto-grants-2007_03 |