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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660694Generated: October 28, 2026

Propargyl bromide → HCID 86632584, compound

https://huagongshe.com/reaction/660694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantSulfolaneHCID 31347—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86632584HCID 86632584—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of sulfolane (1.0 g, 8.32 mmol) in THF (5 mL) at −78° C. is added n-butyllithium (5.7 mL of 1.6 M in hexane, 9.1 mmol) dropwise and the solution is stirred at −78° C. for 20 min. To this is added a solution of propargyl bromide (992 mg, 8.34 mmol) in THF (5 mL) dropwise and the mixture is allowed to warm to RT overnight. The mixture is quenched with 1N HCl and extracted with EtOAc. The organic phase is dried over magnesium sulfate and the solvent removed under reduced pressure. The residue is purified by flash chromatography using hexane/EtOAc (6:4) as eluent to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084448B2
Source datasetuspto-grants-2011_12
ORD IDord-7e134683eb1a404fa91905b7aed6e408
Source noteuspto-grants-2011_12