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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628147Generated: October 29, 2026

Phenol → (Prop-2-ynyloxy)benzene

https://huagongshe.com/reaction/628147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(Prop-2-ynyloxy)benzeneHCID 8361384%

Reaction Conditions

Temperature85 °C

Reaction Steps

Referring to FIG. 39, phenol (14.6 g, 0.155 mol), propargyl bromide (19 mL, 0.171 mol) and potassium carbonate (32.1 g, 0.232 mol) in DMF (100 mL) were heated at 85° C. overnight. The reaction was diluted with water and extracted with ether. The extract was washed with brine, dried (MgSO4) and evaporated. The residue was purified by Biotage flash column chromatography (10% EtOAc/Hep) to give product as an oil (17.2 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309283B2
Source datasetuspto-grants-2016_04
ORD IDord-5faa30baecd344fa9c7401067b9eca6e
Source noteuspto-grants-2016_04