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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068681Generated: November 2, 2026

Tributyltin Chloride → HCID 58303321, compound

https://huagongshe.com/reaction/2068681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
Reactant3-Bromoimidazo[1,2-a]pyridineHCID 327951—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58303321HCID 58303321—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 3-bromoimidazo[1,2-A]pyridine (0.10 g, 0.51 mmol) in THF (7.0 mL) under nitrogen atmosphere was cooled to −78° C. followed by dropwise addition of n-BuLi (1.30 M in hexane, 0.46 mL, 0.66 mmol). The resulting solution was stirred at same temperature for 45 min followed by addition of tributyltin chloride (0.14 mL, 0.53 mmol). The reaction mixture was then allowed to come to room temperature (45 min). After the completion of reaction (TLC monitoring), the reaction mixture was again cooled to −78° C. and quenched with dropwise addition of saturated NH4Cl solution. The reaction mixture was then extracted with EtOAc (2×25 ml). The combined organics was dried (Na2SO4), filtered and concentrated. The residue was used as such without further purification. MS: 409.10 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299065B2
Source datasetuspto-grants-2012_10
ORD IDord-3fcd2e7400f14e34adf306475f5e5db2
Source noteuspto-grants-2012_10