HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 5-fluoro-2-{[2-(trifluoromethyl)benzyl]oxy}benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(Chloromethyl)-2-(trifluoromethyl)benzene | HCID 89028 | — |
| Reactant | Methyl 5-fluoro-2-hydroxybenzoate | HCID 2783186 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 5-fluoro-2-{[2-(trifluoromethyl)benzyl]oxy}benzoate | HCID 57864353 | 56% |
Reaction Steps
A solution of 7.50 g (44.08 mmol) of methyl 5-fluoro-2-hydroxybenzoate in 40 ml of dry acetonitrile is mixed with 9.44 g (48.49 mmol) of 2-trifluoromethylbenzyl chloride and 18.28 g (132.25 mmol) of anhydrous potassium carbonate and heated under reflux for 12 hours. The mixture is then cooled, filtered, washed with dichloromethane and concentrated, and the residue is purified by chromatography (silica gel; mobile phase: cyclohexane/ethyl acetate 5:1). 9.18 g (28 mmol, 89% purity, 56% yield) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07998988B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-722a7e85975f4859b072ba308e98f1b5 |
| Source note | uspto-grants-2011_08 |