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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275791Generated: November 3, 2026

2,3-Dibromopropene → HCID 22117505, compound

https://huagongshe.com/reaction/1275791

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-DibromopropeneHCID 10552—
Reactant9H-fluorene, 9-phenyl-HCID 13091—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22117505HCID 22117505—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 9-phenylfluorene in anhydrous THF is cooled to -78° C. under a nitrogen atmosphere. A solution of nBuLi in hexanes (1 eq) is added dropwise via syringe. After stirring at -78° C. for 10 min a solution of 2,3-dibromopropene (1.2eq) in THF is added dropwise via syringe. The solution is stirred at -78° C. for 1 h and then allowed to warm to room temperature. The reaction mixture is quenched by the addition of sat. aq NH4Cl. The resulting mixture is extracted with ether. The organic layer is washed with H2O and then brine, dried (Na2SO4), and concentrated in vacuo. The concentrate is purified by flash chromatography on silica gel eluting with hexanes-ethyl acetate to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06162824
Source datasetuspto-grants-2000_12
ORD IDord-7f5fb725b9df4222a9a752764a3b458a
Source noteuspto-grants-2000_12