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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501049Generated: October 30, 2026

3-Fluorophenol → HCID 89580664, compound

https://huagongshe.com/reaction/1501049

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-FluorophenolHCID 9743—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantMethyl 4-(1-hydroxyethyl)benzoateHCID 586417—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89580664HCID 8958066429.2%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of methyl 4-(1-hydroxyethyl)benzoate (0.9 g, 5 mmol), 3-fluorophenol (627 mg, 5.6 mmol), triphenylphosphine (2.2 g, 8.4 mmol) in tetrahydrofuran (30 mL) was added diisopropyl azodicarboxylate (1.7 g, 8.4 mmol) at 0° C. The mixture was stirred at 20° C. for 12 hours. Water (15 mL) was added to the mixture and then extracted with ethyl acetate (35 mL×3). The combined organic phase was dried by sodium sulfate, and then filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=5:1) to give methyl 4-(1-(3-fluorophenoxy)ethyl)benzoate (400 mg, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-773de719b3fe412fb6207e6acad8beb1
Source noteuspto-grants-2015_12