HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Methyl 4-fluoro-3-[(4-fluorophenyl)methoxy]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluorobenzyl bromide | HCID 68021 | — |
| Reactant | 4-Fluoro-3-hydroxy-benzoic acid methyl ester | HCID 12016892 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 4-fluoro-3-[(4-fluorophenyl)methoxy]benzoate | HCID 86725638 | 67.3% |
Reaction Steps
Charge methyl 4-fluoro-3-hydroxybenzoate (519 mg, 3.05 mmol), 4-(bromomethyl)-1-fluorobenzene (577 mg, 3.05 mmol), K2CO3 (843 mg, 6.10 mmol) and ethanol (10 mL) to a flask. The mixture was then stirred at room temperature overnight. Water was added to the reaction mixture at 0° C., filtered, and the solid dried and purified by flash column chromatograph to give 571 mg of the title compound (67%). 1H NMR (400 MHz, CDCl3): δ 3.90 (3H, s), 5.13 (2H, s), 7.06-7.15 (3H, m), 7.41-7.45 (2H, m), 7.63-7.67 (1H, m), 7.71 (1H, dd, J=2.0 Hz, 8.4 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987461B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-47ba4a75e0f246c88ab73f01d8b713f7 |
| Source note | uspto-grants-2015_03 |