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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946571Generated: October 27, 2026

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

https://huagongshe.com/reaction/1946571

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 numberUS08399452B2
Source datasetuspto-grants-2013_03
ORD IDord-2f552711c6744014807b818e11067714
Source noteuspto-grants-2013_03