HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 6-(2-(piperidin-1-yl)ethoxy)benzofuran-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(2-Chloroethyl)piperidine | HCID 74827 | — |
| Reactant | Methyl 6-hydroxy-1-benzofuran-2-carboxylate | HCID 12082972 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 6-(2-(piperidin-1-yl)ethoxy)benzofuran-2-carboxylate | HCID 59737221 | 60% |
Reaction Steps
A solution of 394 (350 mg, 1.82 mmol), 1-(2-Chloroethyl)piperidine (269 mg, 1.82 mmol) and K2CO3 (503 mg, 3.64 mmol) in DMF (10 mL) and acetone (10 mL) was stirred at 60° C. for 3 h and then at room temperature for 3 days (or until completion). The crude product was dissolved in AcOEt and washed with water. The organic layer was separated and dried with Na2SO4, filtered and concentrated under vacuum. The residue was purified via Isco (0-25% MeOH/EtOAc) to afford the title compound 395 as a white solid (330 mg, 60% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598168B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-c0bad20b8f114ec18e6ffc11eee3d30a |
| Source note | uspto-grants-2013_12 |