HuagongsheHuagongshe Chemistry Print Report · For research reference only
P-Anisidine → HCID 21939765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 21939875 | HCID 21939875 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 21939765 | HCID 21939765 | 65.2% |
Reaction Steps
WSCD (0.11 ml) was added to DMF solution (2 ml) of 4-[[2-(2-piperidinoethyl)-6-tetralinyl]oxymethyl]benzoate (170 mg), 4-methoxyaniline (53 mg), HOBt (70 mg) and DMAP (60 mg) at room temperature, which was stirred for 12 hours. 10% aqueous potassium carbonate solution and water was added to the reaction mixture, and extraction was conducted using a mixed solution of THF and ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The residue was purified using alumina column chromatography (development solvent: THF), and recrystallized (THF-IPE) to give the titled compound (140 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115750B1 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-ae71f5415332490ba0724407af1ff4fc |
| Source note | uspto-grants-2006_10 |