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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1733825Generated: November 2, 2026

Propargyl bromide → HCID 131719442, compound

https://huagongshe.com/reaction/1733825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
Reactant1-(Triphenylphosphoranylidene)acetoneHCID 15038—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131719442HCID 131719442—

Reaction Steps

20.0 g of methylcarbonylmethylenetriphenyl phosphorane is dissolved in 628 ml of tetrahydrofuran and mixed by instillation at -78° C. with 41.3 ml of butyllithium (1.6 molar solution in hexane). Then,5.0 ml of propargyl bromide is instilled. The reaction mixture is added to an ice/common salt solution after heating to room temperature, and the mixture is extracted with ethyl acetate. After drying the organic phase with sodium sulfate,23.4 g of solid is obtained. Column chromatographic purification (silica gel/ethyl acetate) yields 15.4 g of the title compound with a melting point of 135°-136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05532228
Source datasetuspto-grants-1996_07
ORD IDord-1dd9ab5f52634be89f51795ca8d7feb3
Source noteuspto-grants-1996_07