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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718038Generated: October 26, 2026

Methyl 5-fluoro-2-(2-nitrophenoxy)benzoate → Methyl 2-(2-aminophenoxy)-5-fluorobenzoate

https://huagongshe.com/reaction/718038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-fluoro-2-(2-nitrophenoxy)benzoateHCID 59783776—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(2-aminophenoxy)-5-fluorobenzoateHCID 5978370695%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193749B2
Source datasetuspto-grants-2015_11
ORD IDord-4c334052f5b14f9aa0e18de49a64595f
Source noteuspto-grants-2015_11