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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501209Generated: October 26, 2026

Phenol → 1-Bromo-2-fluoro-4-(1-phenoxyethyl)benzene

https://huagongshe.com/reaction/1501209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant1-(4-Bromo-3-fluorophenyl)ethan-1-olHCID 71756542—
SolventTetrahydrofuranHCID 8028—
Product1-Bromo-2-fluoro-4-(1-phenoxyethyl)benzeneHCID 11856273489%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 1-(4-bromo-3-fluorophenyl)ethanol (1 g, 4.58 mmol), phenol (474 mg, 4.58 mmol), and triphenyl phosphine (2.4 g, 6.88 mmol) was stirred in dry tetrahydrofuran (40 mL) under nitrogen atmosphere. After 1 h, the mixture was cooled to 0° C. Diisopropyl azodicarboxylate (2.3 g, 6.88 mmol) was added with drop-wise method and the reaction was stirred at room temperature for 18 hours. The solvent was evaporated and the residue was purified by column chromatography (silica gel, petroleum ether) to get 1-bromo-2-fluoro-4-(1-phenoxyethyl)benzene (900 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-c1269fa2f8c147b7a8ad9d876f1f5c61
Source noteuspto-grants-2015_12