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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1197425Generated: November 1, 2026

Tributyltin Chloride → (1-Benzothiophen-3-yl)(tributyl)stannane

https://huagongshe.com/reaction/1197425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
ReactantAmmonium ChlorideHCID 25517—
ReactantBenzo(b)thiophene, 3-bromo-HCID 123250—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product(1-Benzothiophen-3-yl)(tributyl)stannaneHCID 21908239—

Reaction Conditions

Temperature-78 °C

Reaction Steps

32.0 9 (150 mmol) of 3-bromo-benzo[b]thiophene are added dropwise at -78° C. to a solution of 150 mmol of n-butyllithium in 500 ml of anhydrous THF. The mixture is stirred at -78° C. for 1 h, 52.1 g (160 mmol) of tri-n-butyl-tin chloride are added and the mixture is allowed to warm to room temperature. For working-up, saturated ammonium chloride solution is added and the mixture is extracted with ether. After chromatography on silica gel using petroleum ether, 14.8 g (23 % of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05276024
Source datasetuspto-grants-1994_01
ORD IDord-77efe45b0577402abee5578fe977f344
Source noteuspto-grants-1994_01