HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 5-fluoro-2-(2-nitrophenoxy)benzoate → Methyl 2-(2-aminophenoxy)-5-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 5-fluoro-2-(2-nitrophenoxy)benzoate | HCID 59783776 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(2-aminophenoxy)-5-fluorobenzoate | HCID 59783706 | 95% |
Reaction Steps
To a stirring solution of title compound 18 (3.48 g, 11.9 mmol) in ethanol (30 mL), acetic acid (1.0 mL) and THF (10 mL) was added palladium on charcol 10% (0.37 g, 10% w/w). The reaction mixture was stirred under hydrogen atmosphere for 20 hours. The catalyst was filtered and the filtrate was concentrated in vacuo. The residue was diluted with ether and this organic mixture was washed with a saturated aqueous solution of bicarbonate, water and brine then solvent evaporated to afford title compound 19 (2.95 g, 95%) as a beige solid. LRMS (ESI): (calc) 261.08. (found) 262.3 (MS)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193749B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-4c334052f5b14f9aa0e18de49a64595f |
| Source note | uspto-grants-2015_11 |