HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → Ethyl 4-[(6-chloro-3-pyridinyl)methoxy]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Ethylparaben | HCID 8434 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-5-(chloromethyl)pyridine | HCID 155479 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-[(6-chloro-3-pyridinyl)methoxy]benzoate | HCID 60425518 | 96.8% |
Reaction Steps
Potassium carbonate (1.3 g) and sodium iodide (93 mg) were added to a DMF solution (20 mL) of 2-chloro-5-chloromethylpyridine (1.0 g) and ethyl 4-hydroxybenzenecarboxylate (1.0 g), and stirred overnight at room temperature. Water was added to the reaction solution, and extracted with diethyl ether. The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated off under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 3/2) to obtain the entitled compound (1.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566781B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-0c07bf5e10514e97b0e18aca64d0f06b |
| Source note | uspto-grants-2009_07 |