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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889001Generated: October 30, 2026

Propargyl alcohol → 3-(3-fluorophenyl)prop-2-yn-1-ol

https://huagongshe.com/reaction/889001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl alcoholHCID 7859—
Reactant1-Fluoro-3-iodobenzeneHCID 70725—
CatalystCopper iodideHCID 83717—
SolventDiethylamineHCID 8021—
Product3-(3-fluorophenyl)prop-2-yn-1-olHCID 278269793%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of propargyl alcohol (0.200 g, 5.4 mmol), 3-fluoro iodobenzene (0.63 ml, 5.4 mmol), copper iodide (0.103 g, 0.54 mol), dichlorobis (triphenylphosphine) palladium (II) (0.190 g, 0.3 mmol), diethylamine (10 ml) was degassed for 10 min. and stirred for 20 hrs at 25-25° C. Excess of diethyl amine was distilled off under vacuum. The residue was diluted with water (10 ml) and extracted with ethyl acetate. The organic layer was washed with brine solution and dried over Na2SO4. The solvent was evaporated and the crude product was purified by column chromatography (10% Ethyl acetate in hexane) to obtain pure 3-(3-fluoro-phenyl)-prop-2-yn-1-ol (0.750 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252797B2
Source datasetuspto-grants-2012_08
ORD IDord-b4b81e05f590466c97e4a268ba559317
Source noteuspto-grants-2012_08