HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (R)-N-(2-(4-Methoxybenzoylamino)-2-phenylethyl]-4-methyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methylbenzoyl Chloride | HCID 13405 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | (R)-2-(4-methoxybenzoylamino)-2-phenylethylamine | HCID 54421380 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-N-(2-(4-Methoxybenzoylamino)-2-phenylethyl]-4-methyl-benzamide | HCID 54574847 | 73.1% |
Reaction Steps
(Acylation Method A) p-Toluoyl chloride (0.22 mL, 1.6 mmol) was added via syringe to a 15° C. stirring mixture of (R)-2-(4-methoxybenzoylamino)-2-phenylethylamine (0.40 g, 1.48 mmol), potassium carbonate (0.27 g, 1.9 mmol), 1,4-dioxane (8 mL), and water (4 mL). TLC analysis (80% methylene chloride, 18% methanol, 2% ammonium hydroxide) indicated reaction completion within 1 h. The solution was diluted with water, and the precipitated solid was collected by vacuum filtration. The precipitate was recrystallized from methanol and dried under vacuum at 50° C. overnight to afford the title compound (0.42 g, 72%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06855715B1 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-60f098dbdc0944e0b996dc0256d89b59 |
| Source note | uspto-grants-2005_02 |