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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412161Generated: October 28, 2026

Hexane → 5,5,5-Trifluoro-1-pentynyl-tri(n-butyl)stannane

https://huagongshe.com/reaction/412161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantTributyltin ChlorideHCID 15096—
Reactant1,1-Dibromo-5,5,5-trifluoro-1-penteneHCID 18536122—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product5,5,5-Trifluoro-1-pentynyl-tri(n-butyl)stannaneHCID 18536083—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a −78° C. solution the product from Step A (0.935 mg, 3.31 mmol) in 10 mL of tetrahydrofuran was added n-BuLi solution (2.65 mL, 6.63 mmol, 2.5 M hexanes) dropwise. The reaction was stirred at −78° C. for one hour, then allowed to warm to room temperature for one hour. The solution was cooled to 0° C., and tributyltin chloride (0.898 mL, 3.31 mmol) was added. After 10 minutes, the solution was poured into hexane, washed with saturated NaHCO3 solution and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The product was isolated as a brown liquid which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562823B1
Source datasetuspto-grants-2003_05
ORD IDord-4da94bd174aa4d6ab284c7a2bec94def
Source noteuspto-grants-2003_05