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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889002Generated: October 30, 2026

Pyridine → 1-(3-Bromo-1-propyn-1-yl)-3-fluorobenzene

https://huagongshe.com/reaction/889002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosphorus tribromideHCID 24614—
Reactant3-(3-fluorophenyl)prop-2-yn-1-olHCID 2782697—
SolventDiethyl EtherHCID 3283—
Product1-(3-Bromo-1-propyn-1-yl)-3-fluorobenzeneHCID 57429657126%

Reaction Conditions

Temperature-2.5 °C

Reaction Steps

3-(3-Fluoro-phenyl)-prop-2-yn-1-ol (0.750 g, 0.005 mol) was taken in diethyl ether (10 ml) containing catalytic amount of pyridine (0.05 ml). The reaction mixture was then cooled to −5-0° C. Tribromo phosphine (0.26 ml, 0.003 mol) was added slowly at −5-0° C. and stirred at the same temperature for 3 hrs. The reaction mixture was quenched with saturated NaHCO3 solution and extracted with ethyl acetate. The organic layer was washed with saturated brine solution, dried over Na2SO4, and evaporated under vacuum to get 1-(3-bromo-prop-1-ynyl)-3-fluoro benzene (0.805 gm, 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252797B2
Source datasetuspto-grants-2012_08
ORD IDord-7cb7531f5cea427e912f4b95c07764cd
Source noteuspto-grants-2012_08