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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916727Generated: November 1, 2026

Propargyl bromide → 5-(4-Chloro-phenyl)-2-prop-2-ynyloxy-pyridine

https://huagongshe.com/reaction/1916727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178515864HCID 178515864—
SolventDimethylformamideHCID 6228—
Product5-(4-Chloro-phenyl)-2-prop-2-ynyloxy-pyridineHCID 85969606—

Reaction Steps

2 mL (80% in toluene, 18.5 mmol) 3-bromo-propyne are added to a suspension of 3.8 g (18.5 mmol) 5-(4-chloro-phenyl)-pyridin-2-ol and 5.1 g (37 mmol) K2CO3 in 50 mL DMF and the reaction mixture is stirred for 64 h at RT. The mixture is evaporated down i. vac., the residue is combined with 80 mL water, extracted with 150 mL EtOAc and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified by chromatography (silica gel, cyc/EtOAc 2:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-2fbb8cdabd9e41b390e925e98188f3c7
Source noteuspto-grants-2013_12