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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901107Generated: November 3, 2026

Tributyltin Chloride → 4-(Tri-n-butylstannyl)pyridine

https://huagongshe.com/reaction/1901107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Bromopyridinium chlorideHCID 88100—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
Product4-(Tri-n-butylstannyl)pyridineHCID 2737318—

Reaction Conditions

Temperature-30 °C

Reaction Steps

To a suspension of 4-bromopyridine hydrochloride (1.5 g) in Et2O (20 mL) at -78° C. was added n-BuLi (6.2 mL of a 2.5M solution). After 30 min. the mixture was warmed to -30° C., tributyltin chloride (2.1 mL) was added and the mixture warmed to 0° C. Saturated NH4Cl was added and extracted with Et2O. The organics were washed with H2O, brine, dried (MgSO4) and concentrated. Chromatography (silica gel; EtOAc/hexane (15:85)) provided the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576338
Source datasetuspto-grants-1996_11
ORD IDord-f75560f778c54679aed3b6aa8fc04d71
Source noteuspto-grants-1996_11