HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(4-Fluorophenoxy)-5-(trifluoromethyl)nicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 2-(4-fluorophenoxy)-5-(trifluoromethyl)nicotinate | HCID 57572267 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(4-Fluorophenoxy)-5-(trifluoromethyl)nicotinic acid | HCID 57572348 | 99% |
Reaction Steps
A mixture of methyl 2-(4-fluorophenoxy)-5-(trifluoromethyl)nicotinate (step 2, 32 mg, 0.10 mmol) and 4.0 M lithium hydroxide aqueous solution (1.0 mL, 4.0 mmol) in a mixture of tetrahydrofuran (2 mL) and dioxane (10 mL) was stirred for 3 h at room temperature. The pH value was adjusted to 4.0 by the addition of 2 N hydrochloric acid. The mixture was diluted with water (100 mL) and extracted with dichloromethane (20 mL×3). The combined organic extracts were washed with brine (50 mL), dried (sodium sulfate), and concentrated to afford 29 mg (99%) of the title compound: MS (ESI) m/z 256 (M−45)−.—
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238714B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-7913721890ba4a2b9b1e78a37a8d8e48 |
| Source note | uspto-grants-2007_07 |