HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 178498306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(4-Fluorophenyl)-3-(methoxycarbonyl)pyridine-1-oxide | HCID 18324501 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 178498306 | HCID 178498306 | 76.2% |
Reaction Steps
A solution of 2-(4-fluorophenyl)-3-(methoxycarbonyl)pyridine-1-oxide (10.5 g.) in acetic anhydride (500 ml.) was stirred at reflux for 17 hr., cooled, evaporated to dryness and the residue partitioned between saturated sodium bicarbonate solution and ethyl acetate. The organic layer was separated, dried and evaporated to dryness. The gum obtained was dissolved in methanol (400 ml.), treated with a solution of potassium carbonate (11.7 g.) in water (100 ml) and stirred at ambient temperature for 2 hours. The methanol was evaporated off, the aqueous residue diluted with more water (200 ml.) and the mixture filtered to give methyl 2-(4-fluorophenyl)-6-hydroxypyridin-3-carboxylate (8.0 g.) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06342765B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-c10c598bafa443a9814c801f8a285ca6 |
| Source note | uspto-grants-2002_01 |